1-Bromopentane → 1,2-Difluoro-3-(4-pentyloxybutoxy)benzene

반응식

[H-].[Na+].[F:3][C:4]1[C:15]([F:16])=[CH:14][CH:13]=[CH:12][C:5]=1[O:6][CH2:7][CH2:8][CH2:9][CH2:10][OH:11].Br[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]>CN(C=O)C>[F:16][C:15]1[CH:14]=[CH:13][CH:12]=[C:5]([O:6][CH2:7][CH2:8][CH2:9][CH2:10][O:11][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[C:4]=1[F:3]

참가 물질

실험 절차

Sodium hydride (1 equi.) was added to the solution of 4-(2,3-difluorophenoxy)-butan-1-ol (22), (1 equi.) and 1-bromopentane (1 equi.) in DMF (1 mL/mmole) and the reaction mixture was stirred at room temperature for 12 h,. quenched with water, extracted with ethyl acetate:hexane (1:1), washed with brine, dried over MgSO4, and concentrated in vacuo. Purification by chromatography on silica gel (5% EtOAc/hexanes) and recrystallization from acetonitrile gave 1,2-difluoro-3-(4-pentyloxybutoxy)-benzene (24), as a white solid (84%).