(2S)-2-amino-2-(4-chlorophenyl)acetic acid → (S)-2-Amino-2-(4-chlorophenyl)ethanol
Reaktionsgleichung
[CH:1]1[C:6]([C@H:7]([NH2:11])[C:8](O)=[O:9])=[CH:5][CH:4]=[C:3]([Cl:12])[CH:2]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[NH2:11][C@@H:7]([C:6]1[CH:5]=[CH:4][C:3]([Cl:12])=[CH:2][CH:1]=1)[CH2:8][OH:9]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A mixture of L-4-chloro-phenylglycine (1.74 g, 9.37 mmol) and LAH (712 mg, 18.75 mmol) in THF (40 mL) is refluxed for 1.5 h. After completion, the reaction mixture is quenched by Na2SO4.10H2O and the product is isolated by filtration with Celite, washed with THF and dried under reduced pressure to give the title compound as oil; HPLC: AtRet=1.46 min; 1HNMR (DMSO-d6) 7.35 (d, 2H), 7.30 (d, 2H), 4.80 (bs, 1H), 3.85-3.80 (m, 1H), 3.45-3.20 (m, 2H), 1.85 (bs, 2H).