反应详情

4-Chlorophenol (22.6 g) was added to a stirred solution of sodium methoxide (9.5 g) in methanol (80 ml). After 30 min the solvent was evaporated in vacuo. Residual traces of methanol were removed by addition of toluene and evaporating again in vacuo. The residue was taken up in DMF (200 ml) and 4-fluorobenzaldehyde (19.85 g) added. The mixture was stirred and heated at 120° for 4 hr, cooled, poured into water and extracted with toluene (2×200 ml). The combined extracts were washed with water, 2M sodium hydroxide and satd. brine, dried over magnesium sulphate and concentrated to leave a brown oil. Distillation gave the title compound (26.03 g), b.p.=140°-50°/0.5 mm.

1. customAfter 30 min the solvent was evaporated in vacuo
2. customwere removed by addition of toluene
3. customevaporating again in vacuo
4. addition4-fluorobenzaldehyde (19.85 g) added
5. temperatureheated at 120° for 4 hr
6. temperaturecooled
7. additionpoured into water
8. extractionextracted with toluene (2×200 ml)
9. washThe combined extracts were washed with water, 2M sodium hydroxide and satd
10. dry with materialbrine, dried over magnesium sulphate
11. concentrationconcentrated
12. customto leave a brown oil
13. distillationDistillation