Process for the preparation of 3-hydroxyoxetanes
US5663383A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Jun 28, 1996 |
| Grant date | Sep 2, 1997 |
| Priority date | — |
| Expiry date | Jun 28, 2016 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D305/08
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
A process for the preparation of 3-hydroxyoxetanes of formula I ##STR1## wherein R.sub.9 and R.sub.10 are each independently of the other hydrogen or C.sub.1 -C.sub.4 alkyl, by PA1 (1) reaction of a carboxylic acid R--CO.sub.2 H, wherein R is branched alkyl, with an epichlorohydrin of formula II ##STR2## wherein R.sub.9 and R.sub.10 are as defined hereinbefore, to form an ester of formula III ##STR3## wherein R, R.sub.9 and R.sub.10 are as defined hereinbefore, (2) reaction of that ester with an ether of formula IV EQU CHR.sub.1 .dbd.CH--O--R.sub.2 (IV), wherein R.sub.1 is hydrogen or methyl, R.sub.2 is C.sub.1 -C.sub.6 alkyl, or R.sub.1 and R.sub.2 together form a radical of formula --(CH.sub.2).sub.3 --, in the presence of a catalyst, to form an ester of formula V ##STR4## (3) hydrolysis and cyclization of that ester in the presence of a base to form a compound of formula VI ##STR5## wherein R.sub.1, R.sub.2, R.sub.9 and R.sub.10 are as defined hereinbefore, PA1 (4) acetal cleavage in the presence of an acid to form the corresponding 3-hydroxyoxetane and PA1 (5) isolation of that 3-hydroxyoxetane.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.