4553-07-5

基本信息
ETHYL PHENYLCYANOACETATE
PHENYLCYANOACETIC ACID ETHYL ESTER
RARECHEM AK ML 0109
Acetic acid, cyanophenyl-, ethyl ester
Ethyl alpha-cyano-alpha-phenylacetate
Ethyl alpha-cyanophenylacetate
Ethyl cyanophenylacetate
Ethyl ester of alpha-cyanobenzeneacetic acid
Phenylethylcyanoacetamide
Ethylphenylcyanoaceicacidester
Ethylphenylcyanoacetate,98%
Cyano(phenyl)acetic acid ethyl ester
α-Cyanobenzeneacetic acid ethyl ester
物理化学性质
制备方法

105-56-6

4553-07-5
在30 mL的四口烧瓶中装配搅拌器、温度计和回流冷凝器。向烧瓶中加入0.022 g (0.1 mmol) 乙酸钯(II)、2.459 g (15 mmol) 磷酸钠和15 mL甲苯,启动搅拌。随后,在空气中加入0.105 g (0.2 mmol) 由实施例A-1制备的三苯基硼酸三叔丁基鏻。用氩气对烧瓶进行吹扫,随后在25°C下搅拌30分钟。加入0.563 g (5 mmol) 氯苯,继续在25°C下搅拌30分钟。接着加入0.622 g (5.5 mmol) 氰基乙酸乙酯,将反应混合物加热至100°C并搅拌12小时。反应完成后,加入5 mL水进行淬灭,随后进行相分离。有机相通过柱色谱法纯化,得到0.501 g 2-苯基氰基乙酸乙酯,产率为53%(基于氯苯计算)。产物通过质谱、1H-NMR和13C-NMR进行表征:(1) 质谱[EI模式] m/z 189 (M+);(2) 1H-NMR谱(CDCl3, δ): 1.29 ppm (t, J = 7.2 Hz, 3H, H3C), 4.21-4.29 ppm (m, 2H, H2C), 4.73 ppm (s, 1H, HC), 7.42-7.49 ppm (m, 5H, Ph);(3) 13C-NMR谱(CDCl3, δ): 13.9, 43.7, 63.3, 115.7, 127.9, 129.2, 129.3, 130.0, 165.0 ppm。
参考文献:
[1] Patent: EP1688424, 2006, A1. Location in patent: Page/Page column 64
[2] Patent: EP1688424, 2006, A1. Location in patent: Page/Page column 87
[3] Patent: EP1688424, 2006, A1. Location in patent: Page/Page column 100
[4] Patent: EP1688424, 2006, A1. Location in patent: Page/Page column 100-101
知名试剂公司产品信息
Ethyl phenylcyanoacetate, 97%(4553-07-5)