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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2379178Generated: October 25, 2026

Carbon Tetrachloride → 7-Chloromethyl-4-(3-thienyl)coumarin

https://huagongshe.com/reaction/2379178

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon TetrachlorideHCID 5943—
ReactantHexamethylphosphorous triamideHCID 15355—
Reactant7-Hydroxymethyl-4-(3-thienyl)coumarinHCID 15780558—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product7-Chloromethyl-4-(3-thienyl)coumarinHCID 15780559—

Reaction Steps

To a solution of the alcohol from Step 1 (1.65 g) and hexamethylphosphorous triamide in 35 mL THF at 0° C. was added CCl4 (1.3 mL) and the mixture stirred for 30 min. The mixture was diluted with Et2O, filtered, concentrated and the residue chromatographed (30% EtOAc/hexane) to provide the title compound as a solid, m.p. 125°-127° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05360815
Source datasetuspto-grants-1994_11
ORD IDord-4828045f914c4333a1b7673ed910096b
Source noteuspto-grants-1994_11