24807-40-7

基本信息
甲基3-[4-(芐氧基)苯基]丙酸酯
METHYL 3-(4-(BENZYLOXY)PHENYL)PROPANOATE
methyl 3-(4-phenylmethoxyphenyl)propanoate
Benzenepropanoic acid, 4-(phenylmethoxy)-, methyl ester
制備方法

5597-50-2

100-39-0

24807-40-7
3-(4-(芐氧基)苯基)丙酸甲酯的合成步驟:在40 mL乙腈中,將3-(4-羥基苯基)丙酸甲酯(1.54 g,8.55 mmol)、碳酸鉀(3.55 g,25.64 mmol)和溴化芐(4.39 g,25.64 mmol)混合,形成懸浮液。將反應(yīng)混合物加熱至回流狀態(tài),持續(xù)反應(yīng)1小時。反應(yīng)完成后,將混合物倒入120 mL水中,用10%的鹽酸水溶液調(diào)節(jié)pH至2,隨后用乙酸乙酯(2×100 mL)進(jìn)行萃取。合并有機(jī)層,用無水硫酸鈉干燥,過濾后濃縮。粗產(chǎn)物通過硅膠柱色譜法純化,洗脫劑為0→5%乙酸乙酯/己烷,最終得到3-(4-(芐氧基)苯基)丙酸甲酯(2.01 g,白色固體,產(chǎn)率88%)。1H NMR(CDCl3,250 MHz)δppm:7.51-7.29(m,5H),7.14(d,J = 8.8 Hz,2H),6.92(d,J = 8.8 Hz,2H),5.05(s,2H),3.69(s,3H),2.92(t,J = 7.6 Hz,2H),2.62(t,J = 7.6 Hz,2H)。
參考文獻(xiàn):
[1] Patent: US2002/65246, 2002, A1
[2] Patent: US6414179, 2002, B1
[3] Patent: WO2010/70076, 2010, A1. Location in patent: Page/Page column 104
[4] Patent: EP2952517, 2015, A1. Location in patent: Paragraph 0217
[5] Bulletin of the Polish Academy of Sciences, Chemistry, 1986, vol. 34, # 3-4, p. 115 - 122