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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1037606Generated: November 1, 2026

Water → Propanamide, N-(4-chlorophenyl)-2,2-dimethyl-

https://huagongshe.com/reaction/1037606

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-ChloroanilineHCID 7812—
ReactantTriethylamineHCID 8471—
ReactantPivaloyl chlorideHCID 62493—
SolventChloroformHCID 6212—
ProductPropanamide, N-(4-chlorophenyl)-2,2-dimethyl-HCID 18251184.6%

Reaction Steps

To a solution of 4-chloroaniline (25.51 g) and triethylamine (69.73 ml) in chloroform (350 ml) were added 2,2-dimethyl-propionyl chloride (25.32 g) over a 30 minutes period. The resulting solution was stirred at r.t. for 1 hour, then water was added and the mixture extracted three times with ethyl acetate. The combined organic layers were dried over sodium sulfate and concentrated in vacuo to afford 35.8 g of product. M.p. 149-150° C.; Retention Time HPLC 2.83 min; MS (ES+) 212 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546569B2
Source datasetuspto-grants-2013_10
ORD IDord-f94e28f06b8a4c4091a30c9df69aa8d2
Source noteuspto-grants-2013_10