6093-71-6
6093-71-6 結(jié)構(gòu)式
基本信息
7-羥基香豆素-3-羧酸乙酯
7-羥基香豆素-3-甲酸乙酯
7-羥基-2-氧代-2H-苯并吡喃-3-羧酸乙酯
AURORA 9226
AKOS BBS-00008132
3-CARBETHOXYUMBELIFERONE
ETHYL 3-UMBELLIFERYLCARBOXYLATE
ethyl umbelliferone-3-carboxylate
Ethyl 7-Hydroxycoumarin-3-carboxylate
Ethyl7-Hydroxycoumarin-3-carboxylate>
ethyl 7-hydroxy-2-oxochromene-3-carboxylate
UMBELLIFERONE 3-CARBOXYLIC ACID ETHYL ESTER
物理化學(xué)性質(zhì)
制備方法
105-53-3
95-01-2
6093-71-6
以2,4-二羥基苯甲醛（3.70 mmol）和丙二酸二乙酯（7.90 mmol）為原料，合成7-羥基-2-氧代-2H-苯并吡喃-3-羧酸乙酯的一般步驟如下：向2,4-二羥基苯甲醛的丙二酸二乙酯溶液中加入哌啶（10滴），所得混合物于室溫下攪拌反應(yīng)2小時(shí)。反應(yīng)完成后，用10%鹽酸水溶液（5 mL）酸化反應(yīng)混合物。析出的固體經(jīng)過濾收集，并用冷水（10 mL）洗滌。粗產(chǎn)物通過快速柱色譜法純化，以二氯甲烷:乙酸乙酯（70:30，v/v）為洗脫劑，得到目標(biāo)化合物7-羥基-2-氧代-2H-苯并吡喃-3-羧酸乙酯（0.735 g，收率97%）。產(chǎn)物結(jié)構(gòu)經(jīng)1H NMR（400 MHz, DMSO-d6）和13C NMR（100 MHz, DMSO-d6）確認(rèn)：1H NMR δ 1.28 (t, J = 7.1 Hz, 3H), 4.24 (q, J = 7.1 Hz, 2H), 6.71 (d, J = 1.8 Hz, 1H), 6.83 (dd, J = 1.8, 8.3 Hz, 1H), 7.74 (d, J = 8.3 Hz, 1H), 8.66 (s, 1H), 11.07 (s, 1H); 13C NMR δ 14.1, 60.8, 101.7, 110.4, 113.9, 120.0, 132.1, 149.4, 156.3, 157.0, 162.9, 164.0。
參考文獻(xiàn)：
[1] Tetrahedron Letters, 2012, vol. 53, # 22, p. 2715 - 2718
[2] Patent: KR101744655, 2017, B1. Location in patent: Paragraph 0058-0060
[3] Patent: CN106279125, 2017, A. Location in patent: Paragraph 0039; 0040
[4] Letters in Organic Chemistry, 2013, vol. 10, # 7, p. 468 - 477
[5] Chemical Communications, 2017, vol. 53, # 11, p. 1813 - 1816