反応 #308240

反応方程式

2-bromo-5-chlorothiophene

thiophene-2-boronic acid

sodium carbonate

→

2-(5-chloro-2-thienyl) thiophene

収率 80.7%

溶媒

dimethoxyethane

反応条件

後処理

1. 1
   温度under reflux under argon atmosphere for 2.5 hours
2. 2
   温度The reaction mixture was cooled
3. 3
   抽出extracted with ethyl acetate
4. 4
   その他The solvent was evaporated under reduced pressure
5. 5
   その他the residue was purified by silica gel column chromatography (hexane)

実験手順

To a solution of 2-bromo-5-chlorothiophene (4.11 g), thiophene-2-boronic acid (4.00 g), tetrakis(triphenylphosphine)palladium (0) (1.20 g) and 2M aqueous sodium carbonate solution (31.3 ml) in dimethoxyethane (100 ml) was heated under reflux under argon atmosphere for 2.5 hours. The reaction mixture was cooled, and extracted with ethyl acetate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane) to give 2-(5-chloro-2-thienyl) thiophene (3.37 g) as pale yellow oil. (2) The above 2-(5-chloro-2-thienyl)thiophene and 5-bromo-2-methylbenzoic acid obtained in Reference Example 4-(1) were used and treated in a manner similar to Reference Example 5 to give 5-bromo-1-(5-(5-chloro-2-thienyl)-2-thienylmethyl)-2-methylbenzene as a colorless solid. APCI-Mass m/Z 383/385 (M+H).

出典