反应详情

3-Formyl-4-bromothiophene (14.7 g) was dissolved in DMF (100 ml), followed by the addition of triethylamine (100 ml) CuI (0.25 g), Pd(PPh3)2Cl2 (0.5 g) and 4-methoxymethoxy-1-ethynylbenzene (11.4 g), and the mixture was reacted at 70° C. overnight. The reaction solution was filtered through Celite, poured into 1N hydrochloric acid, and then extracted with ethyl acetate. The organic layer was washed with an aqueous solution of saturated sodium bicarbonate and brine, dried and evaporated. The resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate system), to give 3-{[4-(methoxymethoxy)phenyl]ethynyl}-4-formylthiophene as a colorless oil (12.8 g, yield; 47%).

1. customthe mixture was reacted at 70° C. overnight
2. filtrationThe reaction solution was filtered through Celite
3. additionpoured into 1N hydrochloric acid
4. extractionextracted with ethyl acetate
5. washThe organic layer was washed with an aqueous solution of saturated sodium bicarbonate and brine
6. customdried
7. customevaporated
8. customThe resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate system)