Ethylene Glycol → Ammonia

反応式

[C:1]1([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:6]=[CH:5][C:4]([O:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]Cl)=[CH:3][CH:2]=1.C(O)CO.[CH3:25][NH:26][CH3:27]>O>[NH3:26].[C:1]1([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:6]=[CH:5][C:4]([O:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][N:26]([CH3:27])[CH3:25])=[CH:3][CH:2]=1

参加物

実験手順

1-(4-biphenyloxy)-6-chlorohexane (5.0 g) and ethylene glycol saturated with dimethylamine (60 ml), were heated at reflux for 3 hours using a dry ice condenser. The solution was added to water. The resulting mixture was extracted with ethyl acetate, dried with sodium sulfate and evaporated. The crude product was chromatographed on silica gel, eluting with a solution of dichloromethane:methanolic ammonia (95:5), to yield 6-(4-biphenyloxy)-1-dimethylaminohexane, which was converted to the hydrochloride salt, m.p. 163°-165° C.