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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966956Generated: October 31, 2026

Chloroacetyl chloride → 2-Chloro-N-(2,6-diisopropylphenyl)acetamide

https://huagongshe.com/reaction/1966956

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetyl chlorideHCID 6577—
ReactantTriethylamineHCID 8471—
ReactantDiisopropylanilineHCID 32484—
SolventDichloromethaneHCID 6344—
Product2-Chloro-N-(2,6-diisopropylphenyl)acetamideHCID 2363774—

Reaction Conditions

Temperature0 °C

Reaction Steps

222 mL (1.59 mol) of triethylamine are added to a solution of 300 mL (1.59 mol) of 2,6-diisopropyl-phenylamine (Starting material 3) in 1 litre of dichloromethane. The reaction mixture is cooled to 0° C., and 127 mL (1.59 mol) of chloroacetyl chloride are then added dropwise. Once the addition is complete, the ice bath is removed and the medium is stirred for 20 minutes. It is then poured into water and extracted with dichloromethane. The organic phases are combined and washed with water. They are dried over sodium sulfate. The solvents are evaporated off. The residue is filtered through silica gel (eluent: dichloromethane). The filtrate is evaporated and then triturated in heptane. 2-Chloro-N-(2,6-diisopropyl-phenyl)acetamide is obtained in the form of a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420682B2
Source datasetuspto-grants-2013_04
ORD IDord-1cb41b6cef974f16a7ab6309e699e4e5
Source noteuspto-grants-2013_04