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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2291296Generated: October 30, 2026

Thiophosgene → Pentafluorophenyl 4-[(chlorocarbonothioyl)oxy]benzoate

https://huagongshe.com/reaction/2291296

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiophosgeneHCID 10040—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 20031799HCID 20031799—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
ProductPentafluorophenyl 4-[(chlorocarbonothioyl)oxy]benzoateHCID 53892314—

Reaction Conditions

Temperature5 °C

Reaction Steps

A solution of 1.34 g of sodium hydroxide in water was added dropwise over 15 minutes with vigorous stirring to a solution of 8.45 g of pentafluorophenyl 4-hydroxybenzoate and 3.2 ml of thiophosgene in 100 ml of chloroform at -20° C. The mixture was stirred at 5° C. until the reaction was complete and the organic layer separated, dried over calcium chloride and the solvent evaporated. Chromatography of the residue on silica gel eluting with hexane/ethyl acetate mixtures afforded 5.9 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04795748
Source datasetuspto-grants-1989_01
ORD IDord-663b35f41e294851a352083ef0e020d3
Source noteuspto-grants-1989_01