Ammonia → 2-Amino-1-(3-nitrophenyl)ethanol

Reaktionsgleichung

[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N+:10]([O-:12])=[O:11])[CH:5]=1)=[O:3].[BH4-].[Na+].Br.[NH3:16]>>[NH2:16][CH2:1][CH:2]([OH:3])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N+:10]([O-:12])=[O:11])[CH:5]=1

Komponenten

Edukt 4

HCID 222Ammonia

HCID 260Hydrogen Bromide

HCID 8494m-Nitroacetophenone

HCID 4311764Sodium borohydride

Produkt 1

HCID 186281562-Amino-1-(3-nitrophenyl)ethanol

Versuchsvorschrift

3-Nitroacetophenone is brominated in the α-position, the bromination product is reduced by means of sodium borohydride to the corresponding bromohydride and this is treated with ammonia. There is obtained rac.-α-(aminomethyl)-3-nitrobenzyl alcohol which melts at 107°-108° (softening from 105°) after crystallization from ethyl acetate-ether.