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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1054211Generated: November 4, 2026

Dichloromethane → Ethyl 2-(hydroxyamino)benzoate

https://huagongshe.com/reaction/1054211

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantTetrahydrofuranHCID 8028—
ReactantAmmonium ChlorideHCID 25517—
ReactantEthyl 2-nitrobenzoateHCID 69123—
CatalystZincHCID 23994—
SolventWaterHCID 962—
ProductEthyl 2-(hydroxyamino)benzoateHCID 1357116750%

Reaction Steps

To a stirring solution of ethyl 2-nitrobenzoate (32.0 g, 0.164 mol), ammonium chloride (22.28 g, 0.416 mol) in solvent mixture of water (240 mL) and THF (288 mL) was added zinc powder (26.8 g, 0.410 mol) slowly at 0° C. Reaction mixture was stirred at 0° C.-10° C. for 2 h. Reaction mixture was then diluted with water followed by DCM and filtered through Hyflow bed. The organic layer was separated and distilled out to get crude product which was column purified using 0-5% EtOAC in hexane to get titled compound as light yellow solid in 50% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394300B2
Source datasetuspto-grants-2016_07
ORD IDord-88ffe8077b65421a982177dd3edef6a5
Source noteuspto-grants-2016_07