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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1734260Generated: November 1, 2026

Trifluoroacetic acid → 7beta-Formamido-3-chloromethyl-3-cephem-4carboxylic acid

https://huagongshe.com/reaction/1734260

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantDiisopropyl EtherHCID 7914—
ReactantHexaneHCID 8058—
ReactantBenzhydryl 7beta-formamido-3-chloromethyl-3-cephem-4-carboxylateHCID 88399965—
SolventDichloromethaneHCID 6344—
SolventAnisoleHCID 7519—
Product7beta-Formamido-3-chloromethyl-3-cephem-4carboxylic acidHCID 8830053482.1%

Reaction Conditions

Temperature5 °C

Reaction Steps

To a solution of benzhydryl 7β-formamido-3-chloromethyl-3-cephem-4-carboxylate (27.34 g) in a mixture of dichloromethane (137 ml) and anisole (27 ml) was added dropwise trifluoroacetic acid (54 ml) and the mixture was stirred at 5° C. for 1.2 hours. The mixture was added dropwise to a cooled mixture of diisopropyl ether (2 l) and hexane (2 l) and the resulting precipitates were collected by filtration, washed with a mixture of diisopropyl ether and hexane to give 7β-formamido-3-chloromethyl-3-cephem-4-carboxylic acid (14.03 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05532354
Source datasetuspto-grants-1996_07
ORD IDord-83603c737eed44c48a93e8977c200e1e
Source noteuspto-grants-1996_07