反应详情

A solution of 2-formyl-5-methylthiothiphene (9.11 g., 58 mmole) and cyanomethylenetriphenylphosphorane (19.1 g., 64 mmole) in chloroform (200 ml.) was stirred at room temperature for 1 hr., and was then heated under reflux for 10 mins. to complete the reaction. The solvent was removed, and the residue was triturated with dry ether (50 ml.). Colourless crystals of triphenylphosphine oxide (m.p. 156°-157°), were filtered off, and were washed with ether (10 ml.). The combined filtrates were evaporated, and the dark red oily residue was distilled under reduced pressure to give 3-(5-methylthiothien-2-yl)-acrylonitrile (8.33 g., 80%) as a pale-yellow oil, b.p. 124°-135°/0.7 mm., λmax. 350, 241 nm, (ε 3440, 1460) [Found (on a redistilled sample): C, 52.9; H, 3.8; N, 7.4; S, 35.7. C8H7NS2 (181.3) requires C, 53.0; H, 3.9; N, 7.7; S, 35.4%].

1. temperature, and was then heated
2. temperatureunder reflux for 10 mins
3. customthe reaction
4. customThe solvent was removed
5. customthe residue was triturated with dry ether (50 ml.)
6. filtrationColourless crystals of triphenylphosphine oxide (m.p. 156°-157°), were filtered off
7. washwere washed with ether (10 ml.)
8. customThe combined filtrates were evaporated
9. distillationthe dark red oily residue was distilled under reduced pressure