50638-47-6

基本信息
4-溴-2-氯苯甲醚
4-溴-2-氯-1-甲氧基苯
2-Chloro-4-bromoanisole
4-BROMO-2-CHLOROANISOLE
3-Chloro-4-methoxyphenyl bromide
1-Bromo-3-chloro-4-methoxybenzene
2-chloro-4-Bromo-1-methoxy-benzene
Benzene,4-bromo-2-chloro-1-methoxy-
Methyl(2-chloro-4-bromophenyl) ether
物理化學(xué)性質(zhì)
制備方法

3964-56-5

74-88-4

50638-47-6
以4-溴-2-氯苯酚(7.0g,33.0mmol,1當(dāng)量)和碘甲烷(2.5mL,1.2當(dāng)量)為原料,在N,N-二甲基甲酰胺(50mL)中,加入碳酸銫(8.5g,42.0mmol,1.2當(dāng)量)作為堿。反應(yīng)混合物在室溫下攪拌后,加熱至50℃并反應(yīng)過(guò)夜。反應(yīng)完成后,將混合物冷卻至室溫,用水(500mL)淬滅反應(yīng)。用二氯甲烷萃取反應(yīng)混合物,有機(jī)相用無(wú)水硫酸鈉干燥,隨后在減壓下濃縮。粗產(chǎn)物通過(guò)快速柱色譜法純化,以環(huán)己烷為洗脫劑,得到純凈的4-溴-2-氯-1-甲氧基苯(7.5g,定量收率)。產(chǎn)物經(jīng)質(zhì)譜分析(計(jì)算值:C7H6BrClO [221]),未觀察到MH+峰;液相色譜保留時(shí)間(LC Rt)為3.15分鐘(5分鐘方法)。1H-NMR(CDCl3)數(shù)據(jù)如下:δ 3.88(s,3H),6.80(d,1H),7.32(m,1H),7.50(m,1H)。
參考文獻(xiàn):
[1] Patent: US2009/209529, 2009, A1. Location in patent: Page/Page column 24
[2] Patent: US4623650, 1986, A
[3] Angewandte Chemie - International Edition, 2014, vol. 53, # 25, p. 6443 - 6448
[4] Angew. Chem., 2014, vol. 126, # 25, p. 6561 - 6566
[5] Angewandte Chemie - International Edition, 2013, vol. 52, # 35, p. 9144 - 9148