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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 980984Generated: October 31, 2026

Water → Benzhydryl 7-phenylacetamido-3-[2-(2-pyridyl)vinyl]-3-cephem-4-carboxylate

https://huagongshe.com/reaction/980984

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPhosphorus trichlorideHCID 24387—
ReactantBenzhydryl 7-phenylacetamido-3-[2-(2-pyridyl)vinyl]-3-cephem-4-carboxylate-1-oxideHCID 131714361—
SolventDimethylformamideHCID 6228—
ProductBenzhydryl 7-phenylacetamido-3-[2-(2-pyridyl)vinyl]-3-cephem-4-carboxylateHCID 13171436373.6%

Reaction Steps

Phosphorus trichloride (15.2 g) was added to the solution of benzhydryl 7-phenylacetamido-3-[2-(2-pyridyl)vinyl]-3-cephem-4-carboxylate-1-oxide (trans isomer) (22.2 g) in dimethylformamide (220 ml) at -30° C. and the solution was stirred at -30° to -25° C. for 10 minutes. The reaction mixture was poured into cold water (1 l) and resulting precipitates were collected by filtration. The filtrate was dissolved in ethyl acetate (300 ml) and the ethyl acetate layer was washed with brine, dried over magnesium sulfate and evaporated to give benzhydryl 7-phenylacetamido-3-[2-(2-pyridyl)vinyl]-3-cephem-4-carboxylate (trans isomer) (15.9 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04639448
Source datasetuspto-grants-1987_01
ORD IDord-4d9bc0a374904ddfa03612008ecbceaa
Source noteuspto-grants-1987_01