2-(2,2-Dimethyl-3-buten-1-yl)-2-oxazolines

US4358598A · kind A · utility

Assignee

• BAYER HEALTHCARE LLC · DE

Inventors

• Manfred Jautelat · Burscheid, DE
• Dieter Arlt · Cologne, DE

Key dates

• Filing date: Dec 1, 1980
• Grant date: Nov 9, 1982
• Expiry date: Dec 1, 2000

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D263/12
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

A process comprising reacting a 2-methyloxazoline of the formula ##STR1## in which R.sup.1, R.sup.2, R.sup.3 and R.sup.4 each independently is hydrogen, alkyl, aralkyl, optionally substituted aryl or two of them together form a ring, with a 3-methyl-2-buten-1-yl derivative of the formula ##STR2## in which X is halide, sulphonate or phosphate, thereby to produce a 2-methyl-3-(3-methyl-2-butenyl)-2-oxazolinium salt of the formula ##STR3## reacting the oxazolinium salt with an alcoholate of the formula EQU R.sup.5 --O--M (V) in which PA0 M is one equivalent of an alkali metal or alkaline earth metal cation, to produce an oxazolidine of the formula ##STR4## pyrolyzing the oxazolidine to produce a 2-methylene-3-(3-methyl-2-butenyl)-oxazolidine of the formula ##STR5## and heating the 2-methylene-3-(3-methyl-2-butenyl)-oxazolidine to produce a 2-(2,2-dimethyl-3-buten-1-yl)-2-oxazoline of the formula ##STR6## The compounds (II), (III) and (IV) are new.