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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1832258Generated: November 1, 2026

Thiophenol → 3-Chloropropyl phenyl sulfide

https://huagongshe.com/reaction/1832258

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiophenolHCID 7969—
Reactant1-Bromo-3-chloropropaneHCID 8006—
ReactantTetrahydrofuranHCID 8028—
SolventWaterHCID 962—
Product3-Chloropropyl phenyl sulfideHCID 269606112.5%

Reaction Conditions

Temperature25 °C

Reaction Steps

A mixture of benzenethiol (0.550 g, 5.00 mmol), 1-bromo-3-chloropropane (106 mg, 5.50 mmol), TEA (1.01 g, 10.0 mmol) and THF (10.0 mL) was stirred for 12 h at 25° C. The resulting crude mixture was diluted with water (40 mL), the aqueous layer was extracted with CH2Cl2 (3×30 mL). The combined organic layers were concentrated in vacuo and the residue was purified by preparative TLC using hexane:EtOAc (10:1) to give the desired product [(3-chloropropyl)sulfanyl]benzene (1.05 g, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07067534B1
Source datasetuspto-grants-2006_06
ORD IDord-d77b1ec3aaf64cde841984d71d0168e4
Source noteuspto-grants-2006_06