Water → 7-(2,2,2-trifluoroethyl)-5,6,7,8-tetrahydro-4H-furo[2,3-c]azepin-4-ol

反応式

[F:1][C:2]([F:17])([F:16])[C:3]([N:5]1[CH2:11][CH2:10][CH:9]([OH:12])[C:8]2[CH:13]=[CH:14][O:15][C:7]=2[CH2:6]1)=O.B.O>C1COCC1>[F:17][C:2]([F:1])([F:16])[CH2:3][N:5]1[CH2:11][CH2:10][CH:9]([OH:12])[C:8]2[CH:13]=[CH:14][O:15][C:7]=2[CH2:6]1

参加物

実験手順

7-Trifluoroacetyl-5,6,7,8-tetrahydro-4H-furo[2,3-c]-azepin-4-ol prepared in the step 1 was dissolved in 1 mL of THF, a three molar equivalent of a solution of borane in THF was dropped thereinto under ice-cooling with stirring and the mixture was stirred at room temperature for 2 hours. The reaction solution was poured over 1 mL of water followed by extracting with ethyl acetate. The organic layer was washed with water and a saturated solution of sodium chloride successively and dried over anhydrous magnesium sulfate and the solvent was evaporated therefrom in vacuo. The resulting residue was purified by silica gel column chromatography to give 23 mg of the objective compound.