Sodium borohydride → (3-(Hydroxymethyl)-1H-indol-6-yl)(morpholino)methanone
Reaktionsgleichung
[BH4-].[Na+].[N:3]1([C:9]([C:11]2[CH:19]=[C:18]3[C:14]([C:15]([CH:20]=[O:21])=[CH:16][NH:17]3)=[CH:13][CH:12]=2)=[O:10])[CH2:8][CH2:7][O:6][CH2:5][CH2:4]1>CO>[OH:21][CH2:20][C:15]1[C:14]2[C:18](=[CH:19][C:11]([C:9]([N:3]3[CH2:8][CH2:7][O:6][CH2:5][CH2:4]3)=[O:10])=[CH:12][CH:13]=2)[NH:17][CH:16]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
Sodium borohydride (2.2 g, 58.34 mmol) was added at 0° C. portion wise to a suspension of 6-(morpholine-4-carbonyl)-1H-indole-3-carbaldehyde (5 g, 19.44 mmol) in methanol (106 mL) and the mixture was stirred at room temperature for 3 h. The methanol was removed under vacuum whereby the temperature was kept below <35° C. The residue was diluted with water (100 mL) and extracted with ethyl acetate (3×100 mL). The combined organic layers were washed with brine, dried over sodium sulfate and evaporated. Washing of the remnant with ether provided the product as white solid. Yield: 4 g (79% of theory)