反応 #62350

反応方程式

(5-bromo-2-chlorothiophen-3-yl)methanol

dimethylformamide

→

title compound

5-Chloro-4-hydroxymethylthiophene-2-carbonitrile

溶媒

ethyl acetate

反応条件

後処理

1. 1
   洗浄the organic layer was washed successively with saturated aqueous ammonium chloride and saturated brine
2. 2
   乾燥dried over anhydrous magnesium sulfate
3. 3
   その他the solvent was evaporated
4. 4
   その他The crude product was purified
5. 5
   その他separated by silica gel column chromatography (ethyl acetate:n-hexane=1:10-1:5)

実験手順

To a solution of 25.0 g (5-bromo-2-chlorothiophen-3-yl)methanol in 330 mL of dimethylformamide, 25.8 g of zinc cyanide (I) and 12.7 g tetrakis(triphenylphosphine)palladium(0) were added at room temperature, and stirred at 100° C. for 4 hours. Diluting with ethyl acetate, the organic layer was washed successively with saturated aqueous ammonium chloride and saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated. The crude product was purified and separated by silica gel column chromatography (ethyl acetate:n-hexane=1:10-1:5), to afford 16.0 g of the title compound as colorless crystals.

出典