3,5-Dimethoxytoluene → 1,3-Dimethoxy-5-methyl-2-(4-phenylbutyl)benzene
Reaktionsgleichung
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH3:11])[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.[C:12]1([CH2:18][CH2:19][CH2:20][CH2:21]Br)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[CH3:10][O:9][C:7]1[CH:6]=[C:5]([CH3:11])[CH:4]=[C:3]([O:2][CH3:1])[C:8]=1[CH2:21][CH2:20][CH2:19][CH2:18][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1Komponenten
3
Versuchsvorschrift
3,5-Dimethoxytoluene (2.93 mL, 20 mmol) and 4-phenylbutylbromide (4.13 mL, 1.2 mmol) were reacted as described under General Procedure H and the crude product was purified by flash chromatography (silica-gel, petroleum ether/EtOAc 200:1) to afford the product as a clear oil (4.6 g, 81%). 1H NMR (300 MHz, CDCl3) δ 7.13-7.22 (m, 5H), 6.34 (s, 2H), 3.76 (s, 6H), 2.60-2.64 (m, 4H), 2.31 (s, 3H), 1.53-1.67 (m, 4H).
Aufarbeitung
- customthe crude product was purified by flash chromatography (silica-gel, petroleum ether/EtOAc 200:1)