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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 522568Generated: October 26, 2026

m-Chloroperbenzoic acid → 3-(3,4,5-Trimethoxyphenylsulfinyl)Biphenyl

https://huagongshe.com/reaction/522568

Reaction equation

Participants

RoleNameHCIDCharge
Reactantm-Chloroperbenzoic acidHCID 70297—
ReactantBiphenyl-3-yl(3,4,5-trimethoxyphenyl)sulfaneHCID 53363791—
SolventDichloromethaneHCID 6344—
Product3-(3,4,5-Trimethoxyphenylsulfinyl)BiphenylHCID 5336379387%

Reaction Steps

At 0° C., to a solution of 500 mg (1.42 mmol) of compound (4a) and 5 mL of dichloromethane was added very slowly 1 equiv. of m-CPBA over 3 h. Sulfoxide formation was monitored by thin-layer chromatography. Purification was performed with a flash chromatographic column, and an amorphous powder of (4c) was obtained (87% yield). 1H NMR (500 MHz, CDCl3) δ 7.92 (br, 1H), 7.71 (d, 2H), 7.62-7.60 (m, 3H), 7.58-7.40 (m, 4H), 6.94 (s, 2H), 3.79 (s, 3H), 3.74 (s, 6H). MS (ESI) m/z 369.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09334242B2
Source datasetuspto-grants-2016_05
ORD IDord-94cf6aee4d544f7cb3f13451134b60e9
Source noteuspto-grants-2016_05