Sodium borohydride → (+/-)-2-Methyl-7-n-propyl-4H-benzo[5,6]cyclohepta[1,2-d]thiazol-4-ol

反応式

[CH3:1][C:2]1[S:3][C:4]2[CH:11]=[CH:10][C:9]3[CH:12]=[C:13]([CH2:16][CH2:17][CH3:18])[CH:14]=[CH:15][C:8]=3[C:7](=[O:19])[C:5]=2[N:6]=1.[BH4-].[Na+]>CS(C)=O.O1CCOCC1>[CH3:1][C:2]1[S:3][C:4]2[CH:11]=[CH:10][C:9]3[CH:12]=[C:13]([CH2:16][CH2:17][CH3:18])[CH:14]=[CH:15][C:8]=3[CH:7]([OH:19])[C:5]=2[N:6]=1

参加物

実験手順

To a solution of the product from step (x) (3.1 g) in dry dimethylsulphoxide (30 ml) and dry 1,4-dioxane (90 ml) was added sodium borohydride (0.7 g). After stirring at room temperature for 24 h the reaction mixture was quenched with water and extracted with ethyl acetate. The organic layer was washed with saturated sodium bicarbonate solution, then brine. The organic layer was collected and dried over magnesium sulphate and solvent removed under reduced pressure to leave a pale yellow gum.