反应 #1365748

反应方程式

4-methylthiazole

n-butyl lithium

carbon dioxide

→

title compound

Methyl 4-Methyl-2-thiazole carboxylate

溶剂

tetrahydrofuran

hexane

反应条件

后处理

1. 1
   workup.WAITwas passed through the solution for 20 mins at −78° C
2. 2
   温度to warm to room temperature over 2 hours
3. 3
   过滤the precipitate was filtered off
4. 4
   workup.DISSOLUTIONdissolved in methanol (200 ml)
5. 5
   workup.ADDITIONadded to methanolic hydrogen chloride (200 ml)
6. 6
   workup.STIRRINGThe solution was stirred at room temperature overnight
7. 7
   其他The solvent was removed under vacuum and diethyl ether
8. 8
   workup.ADDITIONwas added to the residue
9. 9
   过滤The resultant solid was filtered off

实验过程

To a solution of 4-methylthiazole (10 g) in anhydrous tetrahydrofuran (200 ml) was added n-butyl lithium in hexane (34.65 ml of 1.6M solution) dropwise at −78° C. The solution was stirred at −78° C. for 1 hour, at which point carbon dioxide gas was passed through the solution for 20 mins at −78° C. The solution was then allowed to warm to room temperature over 2 hours, the precipitate was filtered off, dissolved in methanol (200 ml) and added to methanolic hydrogen chloride (200 ml). The solution was stirred at room temperature overnight. The solvent was removed under vacuum and diethyl ether was added to the residue. The resultant solid was filtered off to yield the title compound as a white solid (2.2 g). 1H NMR (250 MHz, DMSO) δ 2.44 (3H, s), 3.89 (3H, s), 7.74 (1H, s).

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