Verfahren zur Herstellung neuer Alkindiole

• Main Authors: ZEILE KARL, KOEPPE HERBERT
• Format: Patent
• Language: German
• Published: 01.10.1964
• Subjects: ACYCLIC OR CARBOCYCLIC COMPOUNDS; CHEMISTRY; METALLURGY; ORGANIC CHEMISTRY

The invention comprises compounds of general formula: <FORM:0966115/C1/1> wherein R1 is an alkyl, alkenyl, aralkyl or cycloalkyl group or a substituted or unsubstituted aryl group, R2 is a hydrogen or halogen atom, and R3 is an alkyl or aralkyl group or a substituted or unsubstituted aryl group, provided that R3 does not represent an n-propyl or iso-propyl group when R1 is a methyl group and R2 a hydrogen atom, and also provided that R1 and R3 do not each represent a substituted or unsubstituted aryl group; and their preparation by reacting a compound of formula: <FORM:0966115/C1/2> with a compound of formula R2-C­C-X, where X is an alkali metal atom or a group MgHal where Hal is a halogen atom, subsequently decomposing the metal derivative to yield the diol, and if desired subsequently reacting a product in which R2 is a hydrogen atom with a hypohalite to replace said hydrogen by a halogen atom. a -Hydroxy-ketones II may be prepared either by reacting a -hydroxy-carboxylic acid derivatives with R1-containing Grignard reagents, or by the reaction sequence: <FORM:0966115/C1/3> where Me is a metal atom and R4 is hydrogen, alkyl or aryl. Pharmaceutical compositions comprise compounds I in conjunction with pharmaceutical carriers or excipients. Oral administration (tablets, capsules, dragees, cachets, syrups, elixirs) is mentioned. The compounds have sedative, hypnotic and narcotic effects.