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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1195500Generated: November 1, 2026

Water → HCID 12817992, compound

https://huagongshe.com/reaction/1195500

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 numberUS05110921
Source datasetuspto-grants-1992_05
ORD IDord-2337b7d659ed45b9b8455dce051b52a7
Source noteuspto-grants-1992_05