Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 463411Generated: October 30, 2026

Methanol → 7-(2-Methoxyimino-3-oxo-bromobutyramido)-3-cephem-4-carboxylic acid

https://huagongshe.com/reaction/463411

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTrifluoroacetic anhydrideHCID 9845—
Reactant7-(2-Methoxyimino-3-oxo-4-bromobutyramido)-3-hydroxycepham-4-carboxylic acidHCID 86738091—
CatalystDimethylformamideHCID 6228—
CatalystAnisoleHCID 7519—
SolventTetrahydrofuranHCID 8028—
Product7-(2-Methoxyimino-3-oxo-bromobutyramido)-3-cephem-4-carboxylic acidHCID 13171250485.6%

Reaction Steps

Trifluoroacetic anhydride (1 ml.), anisole (1 drop) and dimethylformamide (1 drop) were added to a solution of 7-(2-methoxyimino-3-oxo-4-bromobutyramido)-3-hydroxycepham-4-carboxylic acid (syn isomer, 1 g.) in dry tetrahydrofuran (3 ml.) and stirred for 4 hours. After adding methanol (0.3 ml.) into the resultant solution, the solution was stirred for an hour and concentrated in vacuo. The residue was pulverized with diisopropyl ether. The precipitates were collected by filtration and dried over phosphorus pentoxide to give 7-(2-methoxyimino-3-oxo-4-bromobutyramido)-3-cephem-4-carboxylic acid (syn isomer, 0.82 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04518774
Source datasetuspto-grants-1985_05
ORD IDord-6ef1df6c7c9b4e45906873947a66c6ee
Source noteuspto-grants-1985_05