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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 66567Generated: October 28, 2026

Methanol → Benzyl 7betaamino-2-oxo-3-cephem-4-carboxylate hydrochloride

https://huagongshe.com/reaction/66567

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantN,N-DimethylanilineHCID 949—
ReactantPhosphorus pentachlorideHCID 24819—
ReactantBenzyl 7beta-(2-phenoxyacetamido)-2-oxo-3-cephem-4-carboxylateHCID 13117288—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductBenzyl 7betaamino-2-oxo-3-cephem-4-carboxylate hydrochlorideHCID 7057581942.2%

Reaction Conditions

Temperature-50 °C

Reaction Steps

To a solution of benzyl 7β-(2-phenoxyacetamido)-2-oxo-3-cephem-4-carboxylate (294 mg) in methylene chloride (7 ml) were added successively N,N-dimethylaniline (0.17 ml) and phosphorus pentachloride (281 mg) at -35° C. The mixture was stirred for 1.5 hours at -35° to -30° C. and cooled to -50° C. and then thereto was added methanol (0.57 ml). After the temperature was raised gradually to 0° C. over a period of 1.5 hours, water (0.5 ml) was added. The precipitates were collected by filtration and washed with a small amount of isopropyl alcohol to give benzyl 7βamino-2-oxo-3-cephem-4-carboxylate hydrochloride (96.5 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04342760
Source datasetuspto-grants-1982_08
ORD IDord-39909059fc594df99e1093beccdf43b4
Source noteuspto-grants-1982_08