22446-38-4

基本信息
(3-羥苯基)乙酸乙酯
2-(3-羥基苯基)乙酸乙酯
3-Hydroxyphenylacetic acid ethyl ester
3-Hydroxy-benzeneacetic Acid Ethyl Ester
(3-Hydroxyphenyl)acetic acid ethyl ester
Benzeneaceticacid, 3-hydroxy-, ethyl ester
物理化學性質(zhì)
制備方法

64-17-5

621-37-4

22446-38-4
以乙醇和3-羥基苯基乙酸為原料合成2-(3-羥基苯基)乙酸乙酯(S16-2)的一般步驟:向3-羥基苯基乙酸(S16-1; 10g,65.8mmol)的200mL乙醇溶液中加入8mL濃硫酸。將反應混合物加熱回流過夜。反應完成后,在減壓下濃縮反應混合物。將殘余物溶解于乙酸乙酯中,并用蒸餾水洗滌。合并有機層,用飽和食鹽水洗滌,經(jīng)無水硫酸鎂干燥。過濾后,蒸發(fā)除去溶劑,得到粗產(chǎn)物。通過快速柱色譜法純化粗產(chǎn)物,得到無色油狀的目標化合物S16-2,收率定量。產(chǎn)物結(jié)構(gòu)經(jīng)1H NMR(500MHz,CDCl3)確認:δ7.35(br,1H),7.12(m,1H),6.69-6.78(m,3H),4.12(m,2H),3.53(s,2H),1.21(m,3H)。
參考文獻:
[1] Patent: WO2007/56366, 2007, A2. Location in patent: Page/Page column 26
[2] Patent: WO2007/56497, 2007, A1. Location in patent: Page/Page column 22
[3] Patent: WO2011/44394, 2011, A1. Location in patent: Page/Page column 127-128
[4] Journal of Medicinal Chemistry, 2012, vol. 55, # 14, p. 6427 - 6437
[5] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 1, p. 299 - 302