Hydrochloric Acid → (2-Chloro-4-nitrophenyl)acetaldehyde

반응식

Cl.[Cl:2][C:3]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:4]=1/[CH:12]=[CH:13]/N(C)C.C([OH:19])C>>[Cl:2][C:3]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[CH:5][C:4]=1[CH2:12][CH:13]=[O:19]

참가 물질

반응물 3

HCID 313Hydrochloric Acid

HCID 702Ethanol

HCID 11310699(E)-2-(2-chloro-4-nitrophenyl)-N,N-dimethylethenamine

생성물 1

HCID 54570839(2-Chloro-4-nitrophenyl)acetaldehyde

실험 절차

50 mL of 1N hydrochloric acid is added dropwise to a solution of 10 g (30.88 mmol) of [(E)-2-(2-chloro-4-nitrophenyl)vinyl]dimethylamine in 200 mL of ethanol and the reaction mixture is then refluxed for 1 hour. Then the reaction mixture is evaporated down, diluted with water, and twice extracted with ethyl acetate. The combined organic phases are dried over sodium sulfate. The purification is carried out by column chromatography on silica gel (eluant: petroleum ether/ethyl acetate (3:1)). Yield: 4.5 g (73% of theory); C8H6ClNO3 (M=199.59); Rf value: 0.62 (silica gel, petroleum ether/ethyl acetate (1:1)).