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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21005Generated: October 25, 2026

Water → 3-chloro-N-(1-methyl-1-phenylethyl)benzamide

https://huagongshe.com/reaction/21005

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantCumylamineHCID 68509—
ReactantBenzoyl chloride, 3-chloro-HCID 69252—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product3-chloro-N-(1-methyl-1-phenylethyl)benzamideHCID 4744476196%

Reaction Steps

3-Chlorobenzoylchloride (110.0 g, 57.1 mmol) was dissolved in dichloromethane (200 mL), and the solution was added with cumylamine (9.04 mL, 62.9 mmol), triethylamine (12.0 mL, 85.7 mmol) and DMAP (698 mg, 5.71 mmol), followed by stirring at room temperature for 3 hours. The reaction mixture was added with water, extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by slurry using diisopropyl ether to obtain 3-chloro-N-(1-methyl-1-phenylethyl)benzamide (15.0 g, yield 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745641B2
Source datasetuspto-grants-2010_06
ORD IDord-95cd312236934178bc6fff74326d23f0
Source noteuspto-grants-2010_06