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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200146Generated: October 30, 2026

4-Toluenesulfonyl chloride → 1-(Chloromethyl)-3-nitro-5-(trifluoromethyl)benzene

https://huagongshe.com/reaction/2200146

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantTriethylamineHCID 8471—
Reactant(3-Nitro-5-(trifluoromethyl)phenyl)methanolHCID 18621888—
SolventDichloromethaneHCID 6344—
Product1-(Chloromethyl)-3-nitro-5-(trifluoromethyl)benzeneHCID 6842509555%

Reaction Steps

Add slowly tosyl chloride (1.1 g, 6.02 mmol) to the mixture of (3-nitro-5-(trifluoromethyl)phenyl)methanol (1.1 g, 5.18 mmol) and triethylamine (1.62 mL) in dichloromethane (20 mL) at 0° C., stir the resulting mixture for 15 hrs at room temperature. Concentrate the mixture to obtain the crude product, purify by flash chromatography (silica gel, EtOAc:PE=1:15) to afford the title compound (655 mg, 55%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359338B2
Source datasetuspto-grants-2016_06
ORD IDord-9a6cf053fe5d473cbd6b29bb9d7a873d
Source noteuspto-grants-2016_06