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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 583223Generated: November 1, 2026

Water → N-(2,3-dichloro-4-hydroxyphenyl)-3-chloro-2,2-dimethylpropane-carboxamide

https://huagongshe.com/reaction/583223

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrahydrofuranHCID 8028—
Reactant3-Chloro-2,2-dimethylpropanoyl chlorideHCID 61345—
Reactant4-Amino-2,3-dichlorophenolHCID 9877529—
ProductN-(2,3-dichloro-4-hydroxyphenyl)-3-chloro-2,2-dimethylpropane-carboxamideHCID 21311020—

Reaction Steps

1.55 g (0.01 mol) of chloropivaloyl chloride were added dropwise at 0° C. to a solution of 1.93 g (0.011 mol) of 4-amino-2,3-dichlorophenol in 30 ml of tetrahydrofuran, and stirring of the mixture was continued at 25° C. until starting compound was no longer detectable by thin-layer chromatography. The reaction mixture was subsequently poured into water and extracted three times using 20 ml of methylene chloride. The combined organic phases were washed twice using water, dried and concentrated. The residue was chroamtographed on silica gel (eluent: cyclohexane: ethyl acetate=2:1; yield: 0.75 g, m.p. 115° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05929119
Source datasetuspto-grants-1999_07
ORD IDord-e7f1a394f6f94d4cb2c89623189c4d6e
Source noteuspto-grants-1999_07