反応 #1453373

反応方程式

3-Methyl-thiophene-2-carboxylic acid methyl ester

NBS

water

→

title compound

収率 89.1%

3-Bromomethyl-thiophene-2-carboxylic acid methyl ester

収率 89.1%

溶媒

CCl4

反応条件

後処理

1. 1
   温度The reaction mixture is refluxed for 6 hours
2. 2
   抽出the mixture is extracted with EtOAc (3×)
3. 3
   乾燥The organic layers are dried over MgSO4
4. 4
   ろ過filtered
5. 5
   濃縮concentrated
6. 6
   その他The crude product is purified by silica gel column chromatography
7. 7
   洗浄eluting with 98:2 petroleum ether-EtOAc

実験手順

3-Methyl-thiophene-2-carboxylic acid methyl ester (1 g, 6.4 mmol) is dissolved in CCl4 (15 mL), and NBS (1.19 g, 6.7 mmol) and benzoyl peroxide (15 mg) are added. The reaction mixture is refluxed for 6 hours, then water is added and the mixture is extracted with EtOAc (3×). The organic layers are dried over MgSO4, filtered and concentrated. The crude product is purified by silica gel column chromatography eluting with 98:2 petroleum ether-EtOAc to give the title compound (1.34 g, 27%).

出典