Reaktion #2008999

Reaktionsgleichung

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

NBS

water

→

title compound

Ausbeute 89.1%

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

Ausbeute 89.1%

Lösungsmittel

CCl4

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture is refluxed for 6 hours
2. 2
   Extraktionthe mixture is extracted with EtOAc (3×)
3. 3
   TrocknenThe organic layers are dried over MgSO4
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated
6. 6
   SonstigeThe crude product is purified by silica gel column chromatography
7. 7
   Wascheneluting with 98:2 petroleum ether-EtOAc

Vorschrift

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%).

Quelle