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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1381390Generated: November 2, 2026

Water → HCID 12817992, compound

https://huagongshe.com/reaction/1381390

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyridineHCID 1049—
ReactantPhosphorus pentachlorideHCID 24819—
ReactantBenzhydryl 7-(5-benzamido-5-benzhydryloxycarbonylpentanamido)-3-hydroxymethyl-3-cephem-4-carboxylateHCID 12817988—
SolventDichloromethaneHCID 6344—
ProductHCID 12817992HCID 12817992112.4%

Reaction Conditions

Temperature-20 °C

Reaction Steps

To a solution of benzhydryl 7-(5-benzamido-5-benzhydryloxycarbonylpentanamido)-3-hydroxymethyl-3-cephem-4-carboxylate (100 g) in methylene chloride (600 ml) was added at a time phosphorus pentachloride (25.6 g) at -30° C., followed by adding dropwise pyridine (9.8 g) at the same temperature. After the reaction mixture was stirred at -20° C. for an hour, it was poured into a mixture of methylene chloride (500 ml) and water (300 ml). The separated organic layer was washed with an aqueous sodium chloride, dried over magnesium sulfate and then evaporated to dryness to obtain benzhydryl 7-(5-benzamido-5-benzhydryloxycarbonylpentanamido)-3-chloromethyl-3-cephem-4-carboxylate (114.5 g), mp 90°-110° C. (dec.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04585860
Source datasetuspto-grants-1986_04
ORD IDord-036d631df7264c678ae7fb65b006487b
Source noteuspto-grants-1986_04