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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 218982Generated: October 29, 2026

Thionyl Chloride → 2-((5-Bromo-2-fluorophenyl)chloromethyl)benzo(b)thiophene

https://huagongshe.com/reaction/218982

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantBenzo[b]thiophen-2-yl(5-bromo-2-fluorophenyl)methanolHCID 59281673—
SolventAcetonitrileHCID 6342—
Product2-((5-Bromo-2-fluorophenyl)chloromethyl)benzo(b)thiopheneHCID 24988171100%

Reaction Conditions

Temperature15 °C

Reaction Steps

Into an acetonitrile (10 ml) solution of 1-benzothien-2-yl(5-bromo-2-fluorophenyl)methanol (1.0 g) was dropwise added thionyl chloride (706 mg) at a temperature of 5° C. or lower, followed by stirring at 5.0 to 25.0° C. for 3.5 hours. The reaction mixture was subjected to distillation under reduced pressure to distill off the solvent and the residue was subjected to vacuum drying to obtain 2-[(5-bromo-2-fluorophenyl)(chloro)methyl]-1-benzothiophene [1.05 g, yield: 100%, purity: 99% (HPLC)].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08198464B2
Source datasetuspto-grants-2012_06
ORD IDord-42541e997b2d44188611f7af946bb8a6
Source noteuspto-grants-2012_06