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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666721Generated: October 30, 2026

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

https://huagongshe.com/reaction/1666721

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetyl chlorideHCID 6577—
ReactantTriethylamineHCID 8471—
ReactantDiisopropylanilineHCID 32484—
SolventDichloromethaneHCID 6344—
Product2-Chloro-N-(2,6-diisopropylphenyl)acetamideHCID 236377485.5%

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-diisopropylphenylamine (starting product 1) in 11 of dichloromethane. The reaction mixture is cooled to 0° C. and then 127 ml (1.59 mol) of chloroacetyl chloride are added, drop by drop. Once the addition is finished, the ice bath is removed and the medium is stirred for 20 min. It is then poured into water and extracted with dichloromethane. The organic phases are collected and washed with water. They are dried over sodium sulfate. The solvents are evaporated. The residue is filtered on a silica cake (eluent: dichloromethane). The filtrate is evaporated and then triturated in heptane. 345 g of 2-chloro-N-(2,6-diisopropylphenyl)acetamide are obtained in the form of a white solid. Yield=85%. M.p.=146-8° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044082B2
Source datasetuspto-grants-2011_10
ORD IDord-bcea093351154a4a970d78ec11e4589f
Source noteuspto-grants-2011_10