Potassium Carbonate → 4-Chloro-N-[(trimethylsilyl)methyl]benzeneethanamine

반응식

Cl[CH2:2][Si:3]([CH3:6])([CH3:5])[CH3:4].[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][NH2:16])=[CH:10][CH:9]=1.C([O-])([O-])=O.[K+].[K+]>C(#N)C>[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][NH:16][CH2:2][Si:3]([CH3:6])([CH3:5])[CH3:4])=[CH:10][CH:9]=1

참가 물질

실험 절차

The compound of formula (P11), wherein n=2 and R″ is chloro, was prepared from a mixture of chloromethyltrimethylsilane (3.7 mL, 42.8 mmol), 2-(4-chlorophenyl)ethylamine (10 g, 64.25 mmol), and K2CO3 (4 g, 28.9 mmol) in acetonitrile (80 mL). The reaction mixture was refluxed for 13 h and after cooling, the precipitate was filtered off and the filtrate concentrated under vacuum. The resulting oil was chromatographed over silica gel (CH2Cl2/MeOH/Et3N: 97/2/1) to yield the above-referenced compound as a colorless oil (5.17 g). 1H NMR (CDCl3): 7.25 (2H, d, J=8.3 Hz), 7.12 (2H, d, J=8.3 Hz), 2.7-2.9 (4H, m), 2.08 (3H, s), 0.95 (1H, br s), 0.02 (9H, s).