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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1693152Generated: October 31, 2026

Water → 1-(2-Chloromethylcyclohex-1-enyl)-3-nitrobenzene

https://huagongshe.com/reaction/1693152

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantDiisopropylethylamineHCID 81531—
Reactant[2-(3-Nitrophenyl)cyclohex-1-enyl]methanolHCID 57827168—
SolventDichloromethaneHCID 6344—
Product1-(2-Chloromethylcyclohex-1-enyl)-3-nitrobenzeneHCID 57827754—

Reaction Steps

N,N-Diisopropylethylamine (3.64 mL) was added to a solution of [2-(3-nitrophenyl)cyclohex-1-enyl]methanol obtained in Preparation Example 4-(2) (1.67 g) in dichloromethane (109 mL) in an ice bath. Then, methanesulfonyl chloride (668 μL) was added dropwise. The reaction mixture was warmed to room temperature and stirred overnight. Water was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate. The drying agent was removed by filtration and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound (1.56 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158620B2
Source datasetuspto-grants-2012_04
ORD IDord-982cf035f9a847e186536dcdfaac3a74
Source noteuspto-grants-2012_04