Production of butyrolactone

C - Chemistry – Metallurgy – 07 – D

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260/366.8

C07D 307/32 (2006.01) C07C 43/15 (2006.01) C07C 45/49 (2006.01) C07C 51/235 (2006.01) C07D 315/00 (2006.01)

Patent

CA 1146573

ABSTRACT Butyrolactone is produced by oxidizing an aldehyde-ether of the general formula: Image (I) wherein R1 and R2 each, independently of the other, represent a Cl to C4 alkyl radical, and R3 and R4 each, independently of the other, represent a hydrogen atom or a Cl to C3 alkyl radical, or wherein R1 represents a Cl to C4 alkyl radical, R2 and R3 together with the carbon atoms to which they are attached form a 5-membered or 6-membered cycloaliphatic ring, and R4 represents a hydrogen atom or a Cl to C3 alkyl radical, to form an acid ether of the general formula: Image (II) followed by deetherification, dehydration and cyclization. Oxidation can be carried out with e.g. gaseous oxygen. Deetherification can be accomplished by contact with an acid catalyst, whilst cyclization may occur spontaneously. A cyclic process is described in which allyl alcohol is converted by reaction with a suitable olefin, e.g. iso-butylene, to an allyl ether of a tertiary alcohol, e.g. allyl t-butyl ether, which is then hydroformylated to form the compound of formula (I), whilst the olefin, e.g. iso-butylene, released on deetherification of the acid ether of formula (II), is recycled to the allyl ether formation step.

349513

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