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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 514693Generated: October 29, 2026

Water → 1-(Methanesulfonylmethyl)-3-nitrobenzene

https://huagongshe.com/reaction/514693

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactantm-Chloroperbenzoic acidHCID 70297—
ReactantSodium BicarbonateHCID 516892—
ReactantMethyl(3-nitrobenzyl)sulfaneHCID 22031873—
SolventDichloromethaneHCID 6344—
Product1-(Methanesulfonylmethyl)-3-nitrobenzeneHCID 17908433—

Reaction Conditions

Temperature0 °C

Reaction Steps

3-Chlorobenzenecarboperoxoic acid (77%; 26.9 g; 120 mmol) was added to a stirred solution of 1-[(methylsulfanyl)methyl]-3-nitrobenzene (10.0 g) in DCM (1305 mL) at 0° C. The batch was stirred at 0° C. for 30 minutes and then 2.5 hours at room temperature. The batch was diluted with water (300 mL) before sodium bicarbonate (11.0 g) was added. The batch was extracted with DCM (2×). The combined organic phases were filtered using a Whatman filter and concentrated. The residue was purified by chromatography (DCM/ethanol 95:5) and finally recrystallized from ethyl acetate to give the desired product (6.2 g; 28.9 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108926B2
Source datasetuspto-grants-2015_08
ORD IDord-5a2723e22f674246a963491f0d427b08
Source noteuspto-grants-2015_08