A novel technique for the preparation of secondary fatty amides
A low‐temperature synthesis of fatty alkanolamides, fatty diamides and fatty aralkylamides directly from triglycerides and primary amines provides essentially quantitative yields of the various products. The reactions run to completion in 3–12 h at temperatures of 50–60°C, approximately 100°C lower...
Saved in:
Published in | Journal of the American Oil Chemists' Society Vol. 71; no. 8; pp. 863 - 866 |
---|---|
Main Authors | , , , , , |
Format | Journal Article |
Language | English |
Published |
Berlin/Heidelberg
Springer-Verlag
01.08.1994
|
Subjects | |
Online Access | Get full text |
Cover
Loading…
Abstract | A low‐temperature synthesis of fatty alkanolamides, fatty diamides and fatty aralkylamides directly from triglycerides and primary amines provides essentially quantitative yields of the various products. The reactions run to completion in 3–12 h at temperatures of 50–60°C, approximately 100°C lower than employed in present conventional practice. The amines are used in excess and serve as solvent, reagent and, perhaps, as catalyst. The amides were characterized by melting point and spectroscopic (infrared and nuclear magnetic resonance) methods. If the mixed amides produced from the various natural triglyceride mixtures of fats and oils are acceptable products, this synthetic method provides these products in satisfactory quality while conserving energy and avoiding the intermediate production of free fatty acids or their esters. |
---|---|
AbstractList | A low‐temperature synthesis of fatty alkanolamides, fatty diamides and fatty aralkylamides directly from triglycerides and primary amines provides essentially quantitative yields of the various products. The reactions run to completion in 3–12 h at temperatures of 50–60°C, approximately 100°C lower than employed in present conventional practice. The amines are used in excess and serve as solvent, reagent and, perhaps, as catalyst. The amides were characterized by melting point and spectroscopic (infrared and nuclear magnetic resonance) methods. If the mixed amides produced from the various natural triglyceride mixtures of fats and oils are acceptable products, this synthetic method provides these products in satisfactory quality while conserving energy and avoiding the intermediate production of free fatty acids or their esters. |
Author | Bistline, R. G. Dudley, R. L. Feairheller, S. H. Kozempel, M. F. Bilyk, A. Haas, M. J. |
Author_xml | – sequence: 1 givenname: S. H. surname: Feairheller fullname: Feairheller, S. H. organization: USDA – sequence: 2 givenname: R. G. surname: Bistline fullname: Bistline, R. G. organization: USDA – sequence: 3 givenname: A. surname: Bilyk fullname: Bilyk, A. organization: USDA – sequence: 4 givenname: R. L. surname: Dudley fullname: Dudley, R. L. organization: USDA – sequence: 5 givenname: M. F. surname: Kozempel fullname: Kozempel, M. F. organization: USDA – sequence: 6 givenname: M. J. surname: Haas fullname: Haas, M. J. organization: USDA |
BookMark | eNpFj8FKxDAURYOMYGd04xfkB6ovfUnarqQWR4WBWajgrqTpC1PpJLWtSv_eioKry9lczlmzlQ-eGLsUcCUA0uvbLSRKgtR4wiKhVBbniGLFIgDAGBLxesbW4_i2YIaJithNwX34pI5PZA--ff8g7sLApwPxfqDeDGZqg-fB8ZFs8I0ZZu7MNM3cHNuGxnN26kw30sXfbtjL9u65fIh3-_vHstjFVsgMY53oVGKqZS7qOjcu12QcWDCY61ThYqNUk2lRZ7qWQqUgjNOWarCYUNI0uGHw-_vVdjRX_dAeF5VKQPXTXf13V8W-fIJMI34DmvFNIQ |
CitedBy_id | crossref_primary_10_1007_s10924_012_0560_0 crossref_primary_10_1016_S0968_0896_02_00464_9 crossref_primary_10_1016_j_molcatb_2015_09_016 crossref_primary_10_1016_j_molliq_2016_05_083 crossref_primary_10_1016_j_molliq_2018_01_009 crossref_primary_10_1016_j_molliq_2024_124945 crossref_primary_10_1080_01932691_2016_1155155 crossref_primary_10_1039_C5NJ00388A crossref_primary_10_3844_ajptsp_2010_133_138 crossref_primary_10_1017_S1751731110001485 crossref_primary_10_1002_ejlt_201700444 crossref_primary_10_1080_15583724_2011_640443 crossref_primary_10_1016_S0021_9673_97_00138_6 crossref_primary_10_1016_j_enzmictec_2015_08_017 crossref_primary_10_1016_j_jiec_2017_08_050 crossref_primary_10_5650_jos_52_65 crossref_primary_10_1002_ejoc_201501263 crossref_primary_10_1007_s11746_011_1931_8 crossref_primary_10_1016_j_molliq_2023_123128 crossref_primary_10_1016_j_actbio_2013_08_040 crossref_primary_10_1007_s11743_013_1500_2 crossref_primary_10_1021_ie503980g crossref_primary_10_1007_s11746_007_1123_8 crossref_primary_10_1016_j_eurpolymj_2015_03_062 crossref_primary_10_1016_j_molliq_2022_120057 crossref_primary_10_3390_lubricants5040044 crossref_primary_10_1007_s11746_006_0947_y crossref_primary_10_1007_s11746_012_2017_y crossref_primary_10_1016_j_molliq_2021_116068 crossref_primary_10_1002_ejlt_201600483 crossref_primary_10_1021_jf203629w crossref_primary_10_1088_1742_6596_1095_1_012014 crossref_primary_10_1039_C6RA13446G |
ContentType | Journal Article |
Copyright | 1994 American Oil Chemists' Society (AOCS) |
Copyright_xml | – notice: 1994 American Oil Chemists' Society (AOCS) |
DOI | 10.1007/BF02540463 |
DatabaseTitleList | |
DeliveryMethod | fulltext_linktorsrc |
Discipline | Engineering Chemistry |
EISSN | 1558-9331 |
EndPage | 866 |
ExternalDocumentID | AOCS0863 |
Genre | article |
GroupedDBID | -4Y -58 -5G -BR -Y2 -~C -~X .86 .DC 06C 06D 0R~ 0VY 199 1N0 1OB 1OC 1SB 2.D 203 28- 29L 2J2 2JY 2KG 2KM 2LR 2VQ 2~H 30V 33P 3V. 4.4 408 40D 40E 53G 5RE 5VS 67Z 6NX 78A 7X2 7X7 88E 88I 8AO 8FE 8FG 8FH 8FI 8FJ 8G5 8TC 8UJ 95- 95. 95~ 96X AABHQ AAHBH AAHHS AAIAL AAIKC AAJKR AAMNW AANLZ AARHV AARTL AASGY AAWCG AAXRX AAYIU AAYQN AAYTO AAZKR AAZMS ABCUV ABHLI ABJCF ABJNI ABJOX ABMNI ABNWP ABTEG ABTHY ABTMW ABUWG ACAHQ ACBXY ACCFJ ACCZN ACGFS ACGOD ACHXU ACIWK ACKNC ACOMO ACPOU ACXBN ACXQS ADBBV ADHIR ADINQ ADKPE ADKYN ADOZA ADRFC ADXAS ADZMN AEBTG AEEZP AEGAL AEGNC AEIGN AEJHL AEKMD AENEX AEOHA AEPYU AEQDE AETLH AEUYR AFBBN AFEXP AFFPM AFGCZ AFKRA AFLOW AFRAH AFWTZ AFZKB AGAYW AGJBK AGQMX AGWZB AGYKE AHBTC AHBYD AHKAY AHSBF AHYZX AI. AIIXL AITYG AIURR AIWBW AJBDE AJBLW AJRNO ALIPV ALMA_UNASSIGNED_HOLDINGS ALUQN ALWAN AMKLP AMYDB ARMRJ ASPBG ATCPS AVWKF AYJHY AZFZN AZQEC B-. BA0 BBWZM BENPR BFHJK BGLVJ BHPHI BKSAR BLYAC BPHCQ BVXVI CAG CCPQU COF CSCUP D1I DCZOG DRFUL DRSTM DWQXO EBS EBU EJD ESBYG F5P FEDTE FIGPU FNLPD FRRFC FYJPI FYUFA G-Y G-Z G8K GGCAI GGRSB GNUQQ GQ6 GQ7 GUQSH H13 HCIFZ HF~ HG5 HG6 HGLYW HMCUK HMJXF HRMNR HVGLF HZ~ H~9 IJ- ITM IXC IXE IZQ I~X I~Z J-C J0Z JBSCW K1G KB. KDC KOV LATKE LEEKS LK5 LUTES LYRES M0K M1P M2O M2P M7R MA- MEWTI N2Q NB0 NDZJH NF0 O9- O93 O9G O9I O9J OAM P19 P2P P2W P9N PCBAR PDBOC PF0 PQQKQ PROAC PSQYO PT5 Q2X QN7 QOK QOR QOS R4E R89 R9I RGG RIG RNS ROL RPX RSV S16 S1Z S26 S27 S28 S3B SAMSI SAP SCM SDH SDM SHX SJN SNE SNX SOJ SUPJJ SZN T13 T16 TSG TSK TSV TUC U2A UG4 UKHRP VC2 VH1 W48 W4F WH7 WK8 WOHZO WXSBR WYJ XOL Y6R YQT Z45 Z5O Z7S Z7U Z7W Z7Y Z85 Z86 Z8N Z8Q Z8S Z8Z Z92 ZCG ZXP ZZTAW ~EX ~KM |
ID | FETCH-LOGICAL-c1483-62674376491bb9af96eaf0c0a39675300855d861b86b415701af6ceb0c32e2dd3 |
ISSN | 0003-021X |
IngestDate | Sat Aug 24 00:57:43 EDT 2024 |
IsPeerReviewed | true |
IsScholarly | true |
Issue | 8 |
Language | English |
LinkModel | OpenURL |
MergedId | FETCHMERGED-LOGICAL-c1483-62674376491bb9af96eaf0c0a39675300855d861b86b415701af6ceb0c32e2dd3 |
PageCount | 4 |
ParticipantIDs | wiley_primary_10_1007_BF02540463_AOCS0863 |
PublicationCentury | 1900 |
PublicationDate | August 1994 |
PublicationDateYYYYMMDD | 1994-08-01 |
PublicationDate_xml | – month: 08 year: 1994 text: August 1994 |
PublicationDecade | 1990 |
PublicationPlace | Berlin/Heidelberg |
PublicationPlace_xml | – name: Berlin/Heidelberg |
PublicationTitle | Journal of the American Oil Chemists' Society |
PublicationYear | 1994 |
Publisher | Springer-Verlag |
Publisher_xml | – name: Springer-Verlag |
References | 1987 1976 1965 1983; 60 1987; 64 1992; 69 1982 1990 1962; 7 1948 1980; 57 1968 |
References_xml | – volume: 60 start-page: 823 year: 1983 publication-title: J. Am. Oil Chem. Soc. – volume: 57 start-page: 98 year: 1980 publication-title: Ibid. – volume: 69 start-page: 488 year: 1992 publication-title: J. Am. Oil Chem. Soc. – start-page: 15 year: 1990 end-page: 3 – start-page: 111 year: 1982 end-page: 194 – start-page: 581 year: 1948 end-page: 710 – start-page: 219 year: 1976 end-page: 232 – year: 1987 – volume: 64 start-page: 744 year: 1987 publication-title: J. Am. Oil Chem. Soc. – volume: 7 start-page: 31 year: 1962 publication-title: J. Chem. Eng. Data – start-page: 879 year: 1965 – start-page: 77 year: 1968 end-page: 154 |
SSID | ssj0008325 |
Score | 1.4960651 |
Snippet | A low‐temperature synthesis of fatty alkanolamides, fatty diamides and fatty aralkylamides directly from triglycerides and primary amines provides essentially... |
SourceID | wiley |
SourceType | Publisher |
StartPage | 863 |
SubjectTerms | Alkanolamides amidation aralkylamides diamides methyl tallowate palmitic acid tallow tripalmitin |
Title | A novel technique for the preparation of secondary fatty amides |
URI | https://onlinelibrary.wiley.com/doi/abs/10.1007%2FBF02540463 |
Volume | 71 |
hasFullText | 1 |
inHoldings | 1 |
isFullTextHit | |
isPrint | |
link | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV1LT9wwELa2y4H2gCgP0fKQD71UUaJssk6cEwoLdFW1cChI3FZ2bEsrLdnVkkWi_4R_y_iRBwKk0ksUOVakeL6MZ8Yz3yD0jTGWMZUpX0Wp8oeZTH2eCOqDqU0jScNMUl0o_PsiGV8Pf96Qm17vsZO1tKp4UPx9ta7kf6QKYyBXXSX7Dsk2L4UBuAf5whUkDNd_knHulfN7OfNaItY6aXCxlJbU25qDd9rtFTpBTrEKzG52OxUuefClYdopNim9y-nMG9mmcCbfwmV5dizI6dLkktr-XYE3Dtq4-11leUxBioH3o_Ng9mCUcN4Mna6EC57DzF9BG4uwpMK0G4t4LRZZ6119Wmya48Cu41QtAVVb12s5XWzbsTjM0Y5ipU4Nuj3admp5of7DOqkd3F5NhdZucvXBfjOLvD3P0gFfjv6Auxd_QGtRmhHSR2v5-cnJRbPNgyokTTtG-LTn3Lfuxc9dHmOzXG2iDSdTnFvkfEY9WW6h9VHd428LferQUW6j4xwbPOEGTxjwhAEPuIMnPFe4wRM2eMIWTzvo-vzsajT2XYMNvwAvOIYfUpegpMkwG3Cuf9lEMhUWIYsz8CNjk8MoaDLgNOFg6KXhgKmkkDws4khGQsS7qF_OS7mHcEJIyjLduh6MPlVwKkIlORlGLB0IwckX9N0sxGRhSVQmNV12u1aTesm_vmPuPvrYAvEA9avlSh6CmVjxIyewJ3pnYZk |
link.rule.ids | 315,786,790,27955,27956 |
linkProvider | Library Specific Holdings |
openUrl | ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=A+novel+technique+for+the+preparation+of+secondary+fatty+amides&rft.jtitle=Journal+of+the+American+Oil+Chemists%27+Society&rft.au=Feairheller%2C+S.+H.&rft.au=Bistline%2C+R.+G.&rft.au=Bilyk%2C+A.&rft.au=Dudley%2C+R.+L.&rft.date=1994-08-01&rft.pub=Springer-Verlag&rft.issn=0003-021X&rft.eissn=1558-9331&rft.volume=71&rft.issue=8&rft.spage=863&rft.epage=866&rft_id=info:doi/10.1007%2FBF02540463&rft.externalDBID=10.1007%252FBF02540463&rft.externalDocID=AOCS0863 |
thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=0003-021X&client=summon |
thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=0003-021X&client=summon |
thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=0003-021X&client=summon |