Process for the production of tetronic acid
US4421922A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Jun 14, 1982 |
| Grant date | Dec 20, 1983 |
| Priority date | — |
| Expiry date | Jun 14, 2002 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D307/60
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
Process for the production of tetronic acid from 4-haloacetoacetic ester which begins by converting a 4-haloacetoacetic ester into the corresponding 4-benzyloxyacetoacetic ester. The 4-benzyl ester is then hydrogenolyzed into an intermediate product. The 4-hydroxyacetoacetic ester is converted by treatment with acid into tetronic acid. The 4-hydroxyacetoacetic ester can be isolated before conversion. The 4-benzyloxyacetoacetic ester can be produced by conversion of the 4-haloacetoacetic ester with a metal salt of benzyl alcohol. The hydrogenolysis can be carried out in the presence of an acid, whereby the 4-hydroxyacetoacetic ester forming in situ is rearranged directly into tetronic acid. The hydrogenolysis can be carried out under pressure in the presence of a hydrogenation catalyst.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.