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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1662471Generated: October 29, 2026

Thionyl Chloride → Methyl 2-(chloromethyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-carboxylate

https://huagongshe.com/reaction/1662471

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantMethyl 2'-fluoro-2-(hydroxymethyl)-5'-(methyloxy)-1,1'-biphenyl-4-carboxylateHCID 57707070—
SolventDichloromethaneHCID 6344—
ProductMethyl 2-(chloromethyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-carboxylateHCID 57706039—

Reaction Steps

Thionyl chloride (available from Aldrich) (4.46 g, 37.5 mmol) was added to a solution or 66.63A in DCM (6 mL). The reaction mixture was stirred at room temperature for 2 hours and then at 50° C. for 3 hours. After removing solvent, the residue was purified by flash chromatography (silica gel, 1:9 EtOAc/hexane) and gave 66.69A (386 mg) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030354B2
Source datasetuspto-grants-2011_10
ORD IDord-93124a30a963402596f1931386456722
Source noteuspto-grants-2011_10