32933-03-2

基本信息
1-乙?;h(huán)丙烷甲酸乙酯
1-乙酰基環(huán)丙烷羧酸乙酯
乙基 1-乙?;h(huán)丙甲酸基酯
ethyl 1-acetylcyclopropanecarboxylate
Ethyl 1-acetylcyclopropane-1-carboxylate
1-Acetyl-cyclopropanecarboxylic acid ethyl ester
1-acetyl-1-cyclopropanecarboxylic acid ethyl ester
Cyclopropanecarboxylic acid, 1-acetyl-, ethyl ester
物理化學(xué)性質(zhì)
制備方法

141-97-9

106-93-4

32933-03-2
步驟1)合成1-乙?;h(huán)丙烷羧酸乙酯:在3-氧代丁酸乙酯(26g,200mmol)的丙酮(500mL)溶液中,加入碳酸鉀(82.8g,600mmol),隨后加入1,2-二溴乙烷(45.12g,240mmol)。將反應(yīng)混合物回流24小時(shí)。反應(yīng)完成后,過濾混合物,濾液經(jīng)真空濃縮。殘余物通過硅膠柱色譜法純化,洗脫劑比例為1:50(v/v)的乙酸乙酯/正己烷,得到目標(biāo)化合物1-乙?;h(huán)丙烷羧酸乙酯,為無色油狀物(18.7g,收率60%)。質(zhì)譜(ESI,陽離子模式)m/z:157(M+1);1H NMR(400MHz,CDCl3)δ:1.25-1.29(t,J=7.2Hz,3H),1.45(s,4H),2.45(s,3H),4.18-4.20(q,2H)。
參考文獻(xiàn):
[1] Tetrahedron Letters, 2005, vol. 46, # 4, p. 635 - 638
[2] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2004, vol. 43, # 2, p. 420 - 422
[3] Tetrahedron Asymmetry, 2010, vol. 21, # 5, p. 631 - 635
[4] Journal of Organic Chemistry, 2011, vol. 76, # 8, p. 2807 - 2813
[5] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1983, vol. 19, # 6, p. 644 - 650