Potassium Carbonate → HCID 67995893、化合物

反応式

Cl[CH2:2][CH2:3][C:4]([OH:11])([CH2:8][CH:9]=[CH2:10])[CH2:5][CH:6]=[CH2:7].[Br:12][C:13]1[CH:18]=[CH:17][C:16]([C@@H:19]([NH2:21])[CH3:20])=[CH:15][CH:14]=1.C([O-])([O-])=O.[K+].[K+]>C(#N)C>[Br:12][C:13]1[CH:18]=[CH:17][C:16]([C@@H:19]([NH:21][CH2:2][CH2:3][C:4]([OH:11])([CH2:8][CH:9]=[CH2:10])[CH2:5][CH:6]=[CH2:7])[CH3:20])=[CH:15][CH:14]=1

参加物

実験手順

A mixture of 4-(2-chloro-ethyl)-hepta-1,6-dien-4-ol (7.87 g), (S)-1-(4-bromo-phenyl)-ethylamine (13.52 g), K2CO3 (9.34 g), KI (8.23 g), and acetonitrile (150 mL) is stirred at reflux temperature overnight. After cooling to room temperature, the mixture is concentrated under reduced pressure and water is added to the residue. The resulting mixture is extracted with ethyl acetate (3×), and the combined extracts are washed with brine and dried (MgSO4). The solvent is evaporated and the residue is chromatographed on silica gel (cyclohexane/ethyl acetate 1:1→0:1) to afford the title compound as an oil. Yield: 8.36 g (55% of theory); Mass spectrum (ESI+): m/z=338/340 (Br) [M+H]+.