Lithium aluminum hydride → Propane-1 sulfonic acid (4 fluoro-3-hydroxymethyl-phenyl)-amide
Reaktionsgleichung
C[O:2][C:3](=O)[C:4]1[CH:9]=[C:8]([NH:10][S:11]([CH2:14][CH2:15][CH3:16])(=[O:13])=[O:12])[CH:7]=[CH:6][C:5]=1[F:17].[AlH4-].[Li+]>O1CCCC1>[F:17][C:5]1[CH:6]=[CH:7][C:8]([NH:10][S:11]([CH2:14][CH2:15][CH3:16])(=[O:13])=[O:12])=[CH:9][C:4]=1[CH2:3][OH:2]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To 2-Fluoro-5-(propane-1-sulfonylamino)-benzoic acid methyl ester (670, 1.20 g, 0.00436 mol) in tetrahydrofuran (100.0 mL) was added lithium tetrahydroaluminate (1.00 M in tetrahydrofuran, 10.0 mL) under an atmosphere of nitrogen. The reaction was stirred at room temperature overnight. To the reaction was added Na2SO4.10H2O (5 g), and then stirred at room temperature for 1 hour. The reaction was filtered, concentrated and purified with silica gel column chromatography eluting with 50% ethyl acetate in hexane to give the compound (671, 0.90 g, 83%). MS (ESI) [M−H+]−=246.1.