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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1154820Generated: October 31, 2026

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

https://huagongshe.com/reaction/1154820

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 numberUS04298529
Source datasetuspto-grants-1981_11
ORD IDord-424a7d1cf5f94dbda890afc5747e5522
Source noteuspto-grants-1981_11