ETHYL 3-OXO-3-THIAZOL-2-YL-PROPIONATE synthesis
- Product Name:ETHYL 3-OXO-3-THIAZOL-2-YL-PROPIONATE
- CAS Number:212621-63-1
- Molecular formula:C8H9NO3S
- Molecular Weight:199.23
24295-03-2
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105-58-8
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212621-63-1
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$95.00/50mg
Yield: 90%
Reaction Conditions:
with sodium hydride in mineral oil at 20 - 90; for 3 h;
Steps:
Ethyl 3-oxo-3-(1,3-thiazol-2-yl)propanoate (44)
Toa solution of 60% sodium hydride (0.46g, 19.0mmol) in diethyl carbonate(19.0mL, 157.6mmol) was slowly added commercially available 2-acetylthiazole(1g, 0.13mmol). The resulting solution was stirred at room temperature for 1hour and then at 90° C for 2 hours. The reaction was monitored by TLC. Uponcompletion, the reaction mixture was poured into ice/water and acetic acid (5mL) was added. The mixture was extracted with ethyl acetate (2×75 mL). Theorganic layer was washed with water (2×50 mL), brine (50 mL), dried (Na2SO4),and the solvent removed under reduced pressure, and the residue was purified byflash column chromatography (gradient elution, gradient 0 to 10%EtOAc/petroleum ether) to give the title compound 44 as a yellow liquid(1.41g, 90% yield). retentiontime 2.53 min, >99% pure. MS (ESI): m/z 199.97 [M+H]+; 1H NMR(400 MHz, CDCl3) δ 7.97 (d, J = 2.9 Hz, 1H), 7.71 (d, J = 3.0 Hz,1H), 4.16 (q, J = 7.1 Hz, 2H), 4.11 (s, 2H), 1.20 (t, J = 7.1 Hz, 3H).
References:
Hu, Jianping;Wang, Xin;Chen, Lin;Huang, Min;Tang, Wei;Zuo, Jianping;Liu, Yu-Chih;Shi, Zhe;Liu, Rongfeng;Shen, Jingkang;Xiong, Bing [Bioorganic and Medicinal Chemistry Letters,2016,vol. 26,# 3,p. 721 - 725]
14190-59-1
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6148-64-7
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212621-63-1
40 suppliers
$95.00/50mg