Tetrahydrofuran → Ethyl acetate methanol ammonium hydroxide
반응식
C(C1C=C(C=CC=1CN1CCCC1)CC1C2C=CC(O)=CC=2SC=1C1C=C[C:15]([O:18][CH2:19][CH2:20]N2CCCC2)=[CH:14]C=1)#[N:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].C1C[O:49][CH2:48]C1>>[NH4+:2].[OH-:18].[CH3:48][OH:49].[CH3:20][CH2:19][O:18][C:15]([CH3:14])=[O:49]참가 물질
4
실험 절차
To 3-[3-cyano-4-[(1-pyrrolidinyl)methyl]benzyl]-6-hydroxy-2-[4-[2-(1-pyrrolidinyl)ethoxy]phenyl]benzo[b]thiophene (29 mg, 0.054 mmol) in THF (2 mL) at 0° C. under argon was added lithium aluminum hydride (14 mg) in one portion. The resulting mixture was allowed to stir at ambient temperature for 7 h before quenching with water (2 mL) and 1.0 M sodium hydroxide (1 mL). The stirring was continued for 30 min. The mixture was further diluted with brine (50 mL) and extracted with dichloromethane (50 mL×3). The combined organic layers were dried with sodium sulfate and concentrated under reduced pressure. Chromatography with NH4OH:MeOH:EtOAc (5:10:85) afforded the product (7 mg, 24%).