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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 70580Generated: October 26, 2026

Water → 1-Bromo-3-cyclopropylthiobenzene

https://huagongshe.com/reaction/70580

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBromocyclopropaneHCID 78037—
Reactantm-BromobenzenethiolHCID 80597—
ReactantPotassium tert-butoxideHCID 23665647—
SolventDimethyl SulfoxideHCID 679—
Product1-Bromo-3-cyclopropylthiobenzeneHCID 5321697923%

Reaction Conditions

Temperature80 °C

Reaction Steps

Potassium t-butoxide (4 g) and cyclopropyl bromide (7.6 mL) were added to a solution of 3-bromothiophenol (6 g) in dimethyl sulfoxide (30 mL), and the mixture was stirred at 80° C. for five hours. The reaction solution was poured into water, followed by extraction with ethyl acetate. The organic layer was sequentially washed with water and brine, dried over sodium sulfate and filtered, after which the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1→7:3) to give the title compound as a light yellow oil (1.6 g, 23%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822503B2
Source datasetuspto-grants-2014_09
ORD IDord-a19d8c44d44b4ffb8dec7cb54f0906e5
Source noteuspto-grants-2014_09