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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2199278Generated: October 30, 2026

Thionyl Chloride → 3-Chloro-3-(4-chlorophenyl)-2-benzofuran-1(3H)-one

https://huagongshe.com/reaction/2199278

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant2-(4'-Chlorobenzoyl)benzoic acidHCID 66564—
CatalystDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
Product3-Chloro-3-(4-chlorophenyl)-2-benzofuran-1(3H)-oneHCID 12692038100%

Reaction Steps

THF (25 mL) was added to 2-(4-chlorobenzoyl)benzoic acid (1 g, 3.8 mmol) followed by thionyl chloride (0.55 mL, 7.6 mmol) and a catalytic amount of DMF (3 drops). The system was stirred under nitrogen for 4 h at room temperature and monitored by TLC. Removal of the solvent gave 3-chloro-3-(4-chlorophenyl)-3H-isobenzofuran-1-one as a colourless oil (1.06 g, 3.8 mmol, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09358222B2
Source datasetuspto-grants-2016_06
ORD IDord-5d4164b8e3354153bf134353a9a8670d
Source noteuspto-grants-2016_06