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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1095910Generated: November 1, 2026

Dichloromethane → 1-(4-Amino-2-chlorophenyl)ethan-1-one

https://huagongshe.com/reaction/1095910

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantAmmonium ChlorideHCID 25517—
Reactant1-(2-chloro-4-nitrophenyl)ethanoneHCID 314302—
CatalystIronHCID 23925—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product1-(4-Amino-2-chlorophenyl)ethan-1-oneHCID 12733837—

Reaction Steps

Iron (2.7 g) and ammonium chloride (2.6 g) were added to a solution of 2′-chloro-4′-nitroacetophenone (CAS Reg. No. 67818-41-1, 960 mg) in ethanol (68 ml) and water (8.1 ml). The mixture was heated for 1 h under reflux. DCM (35 ml) was added and stirred for 2 min. The mixture was filtered over Celite. Water (100 ml) was added and extracted with DCM (200 ml, and 2×150 ml). The combined organic layers were dried over Na2SO4 and concentrated to give the title compound (837 mg) as light yellow oil. MS (m/e)=170.1 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08138189B2
Source datasetuspto-grants-2012_03
ORD IDord-2d41fd8bbe664867a574c7e2145e5354
Source noteuspto-grants-2012_03