Method for the preparation of a N-alkoxy-(tetra-or hexahydro)-phthalimide and method for the preparation of a N-alkoxyamine

• Main Authors: CALLANT; DOMINIQUE M. C, MULDERS; JOANNES M. C. A, CASTELIJNS; ANNA M. C. F
• Format: Patent
• Language: English
• Published: 20.10.1998
• Edition: 6
• Subjects: CHEMISTRY; CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION ORPROCESSING OF GOODS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; HETEROCYCLIC COMPOUNDS; METALLURGY; ORGANIC CHEMISTRY; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS; TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINSTCLIMATE CHANGE

Method for the preparation of N-alkoxy-(tetra- or hexahydro)-phthalimide according to formula I I R1 being methyl or ethyl and R2 and R3 being each independently of one another hydrogen or alkyl with 1-4 C atoms or R2 and R3 together with the carbon atom to which they are bonded forming a ring with 5 or 6 C atoms, wherein the salt of the corresponding N-hydroxy-(tetrahydro- or hexahydro)-phthalimide according to formula II: II with R2 and R3 as defined above and M being an alkali metal, is brought into contact with R1Cl as alkylating agent, wherein R1 has the aforementioned meaning. The N-alkoxy-(tetra- or hexahydro)-phthalimide can afterwards be converted with the aid of hydroxylamine sulphate into the corresponding alkoxyamine after which the alkoxyamine obtained can be isolated. In this manner a simple and commercially attractive process for the preparation of O-(m)ethylhydroxylamine can be implemented. Method for the preparation of N-alkoxy-(tetra- or hexahydro)-phthalimide according to formula I I R1 being methyl or ethyl and R2 and R3 being each independently of one another hydrogen or alkyl with 1-4 C atoms or R2 and R3 together with the carbon atom to which they are bonded forming a ring with 5 or 6 C atoms, wherein the salt of the corresponding N-hydroxy-(tetrahydro- or hexahydro)-phthalimide according to formula II: II with R2 and R3 as defined above and M being an alkali metal, is brought into contact with R1Cl as alkylating agent, wherein R1 has the aforementioned meaning. The N-alkoxy-(tetra- or hexahydro)-phthalimide can afterwards be converted with the aid of hydroxylamine sulphate into the corresponding alkoxyamine after which the alkoxyamine obtained can be isolated. In this manner a simple and commercially attractive process for the preparation of O-(m)ethylhydroxylamine can be implemented.