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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1463450Generated: November 1, 2026

Water → 3-chloro-2-(N,N-dimethylaminooxycarbonyl)phenol

https://huagongshe.com/reaction/1463450

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantN,N-dimethylhydroxylamine hydrochlorideHCID 27969—
Reactant2-Chloro-6-hydroxybenzoic acidHCID 92591—
SolventTetrahydrofuranHCID 8028—
Product3-chloro-2-(N,N-dimethylaminooxycarbonyl)phenolHCID 19090483—

Reaction Steps

1.73 Grams of 6-chlorosalicylic acid was dissolved in 20 ml of tetrahydrofuran, and 1.95 g of N,N'-carbonyldiimidazole was added. After stirring at room temperature for 30 minutes, 1.47 g of N,N-dimethylhydroxylamine hydrochloride and 1.52 g of triethylamine were added, and the resulting mixed solution was stirred at room temperature for 7 hours. The reaction solution was poured into water and extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue obtained was subjected to column chromatography to obtain 1.1 g of 3-chloro-2-(N,N-dimethylaminooxycarbonyl)phenol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05300640
Source datasetuspto-grants-1994_04
ORD IDord-7c011f4180094b6ea42c1874ff8c216a
Source noteuspto-grants-1994_04