反应详情

A mixture of 2-formyl-4-methyl-5-phenylthiophene (20.2 g, 0.1 mol) and ethyl-2-bromopropionate (0.12 mol, 15.5 mL) was added to a suspension of Zn (7 g, 0.1 mol) in 150 mL of benzene with a catalytic amount of HgBr2. The resulting mixture was refluxed under stirring while all amount of Zn will not be dissolved, and subsequently dissolved in water. The organic layer was isolated, washed with a 10% aq. solution of HCl, dried over MgSO4 and evaporated off to dryness. The residue, corresponding to 2-methyl-3-(4-methyl-5-phenyl-2-thienyl)ethyl acrylate, was used without further purification in the synthesis of the related acid. In fact, it was added to a 30% aq. solution of sodium hydroxide in 100 mL of ethanol and refluxed for 2 h. The resulting reaction mixture was diluted in water, acidified and filtered. The precipitate was dried under P2O5. Yield 16.7 g (65%).

1. temperatureThe resulting mixture was refluxed
2. dissolutionbe dissolved
3. customThe organic layer was isolated
4. washwashed with a 10% aq. solution of HCl
5. dry with materialdried over MgSO4
6. customevaporated off to dryness
7. customThe residue, corresponding to 2-methyl-3-(4-methyl-5-phenyl-2-thienyl)ethyl acrylate, was used without further purification in the synthesis of the related acid
8. additionIn fact, it was added to a 30% aq. solution of sodium hydroxide in 100 mL of ethanol
9. temperaturerefluxed for 2 h
10. customThe resulting reaction mixture
11. filtrationfiltered
12. customThe precipitate was dried under P2O5