反应详情

To a stirred suspension of 8.43 g (44.14 mmol) of 5-bromo-2-furoic acid in 100 ml absolute ethanol was added 4 ml of thionyl chloride. This mixture was stirred at reflux for 3 hours and at room temperature for 18 hours. The solvent was removed in vacuo, the residual oil treated with 100 ml water and extracted with 3×75 ml ether. The combined ether extracts were washed with saturated NaHCO3 and saturated NaCl solutions and dried (MgSO4). Solvent was removed in vacuo and the residue kugelrohr distilled (60° C.; 0.4 mm) to give the captioned compound as a colorless oil. PMR (CDCl3); δ1.35 (3H, t, J~7 Hz), 4.37 (2H, q, J~7 Hz), 6.45 (1H, d, J~4 Hz), 7.1 (1H, d, J~4 Hz).

1. customThe solvent was removed in vacuo
2. additionthe residual oil treated with 100 ml water
3. extractionextracted with 3×75 ml ether
4. washThe combined ether extracts were washed with saturated NaHCO3 and saturated NaCl solutions
5. dry with materialdried (MgSO4)
6. customSolvent was removed in vacuo
7. distillationthe residue kugelrohr distilled (60° C.; 0.4 mm)