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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1702074Generated: October 31, 2026

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

https://huagongshe.com/reaction/1702074

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamineHCID 8471—
ReactantTrifluoroacetic anhydrideHCID 9845—
Reactant7-(2-Methoxyimino-3-oxo-4-bromobutyramido)-3-hydroxycepham-4-carboxylic acidHCID 86738091—
SolventEthyl AcetateHCID 8857—
Product7-(2-Methoxyimino-3-oxo-bromobutyramido)-3-cephem-4-carboxylic acidHCID 13171250499.5%

Reaction Steps

Trifluoroacetic anhydride (0.5 ml.) was added to a solution of 7-(2-methoxyimino-3-oxo-4-bromobutyramido)-3-hydroxycepham-4-carboxylic acid (syn isomer, 180 mg.) in dry tetrafuran (10 ml.) and stirred at room temperature for 10 minutes. Triethylamine (0.2 ml.) was added to the resultant solution and stirred at room temperature for 10 minutes. Ethyl acetate was added to the solution and adjusted to pH 2.0 with 6 N hydrochloric acid. The solution was washed with water and a sodium chloride saturated aqueous solution successively and dried over magnesium sulfate. After the solution was concentrated in vacuo, the residue was pulverized with diisopropyl ether to give 7-(2-methoxyimino-3-oxo-4-bromobutyramido)-3-cephem-4-carboxylic acid (syn isomer, 171.5 mg.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04379922
Source datasetuspto-grants-1983_04
ORD IDord-c93cabc6c742421c9d686ae88cf2898b
Source noteuspto-grants-1983_04