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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 463419Generated: October 30, 2026

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

https://huagongshe.com/reaction/463419

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 6N 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 numberUS04518774
Source datasetuspto-grants-1985_05
ORD IDord-6e3f7031b51a4fe4ae58cc764a6774a2
Source noteuspto-grants-1985_05