HCID 14081589, Verbindung → 2-(3-Amino-phenylmethanesulfonyl)-ethanol

Reaktionsgleichung

[N+:1]([C:4]1[CH:5]=[C:6]([CH2:10][S:11]([CH2:14][CH2:15][OH:16])(=[O:13])=[O:12])[CH:7]=[CH:8][CH:9]=1)([O-])=O.[H][H]>CO.[Ni]>[NH2:1][C:4]1[CH:5]=[C:6]([CH2:10][S:11]([CH2:14][CH2:15][OH:16])(=[O:13])=[O:12])[CH:7]=[CH:8][CH:9]=1

Komponenten

Versuchsvorschrift

2-(3-Nitro-phenylmethanesulfonyl)-ethanol (0.8 g, 3.3 mmol) (Harms, Wolfgang et al., Ger. Offen. (1995), DE 4402189 A1, 19950727) was placed in a hydrogenation flask and dissolved in methanol (100 mL). After the addition of Raney-Ni (200 mg) the mixture was allowed to shake at a hydrogen pressure of 70 psi at 50° C. for 4 hours. Then the catalyst was removed by filtration and washed with methanol. The methanol solutions were combined and the solvent evaporated under reduced pressure. The crude product was purified by flash-chromatography (eluent system: dichloromethane/methanol—10/1), the desired fractions were combined, dried and evaporated. The residue was washed with diethylether to afford 2-(3-amino-phenylmethanesulfonyl)-ethanol (0.51 g, yield 73%).