反应详情

Potassium carbonate (580 mg, 4.20 mmol) and potassium iodide (72 mg, 0.43 mmol) were added to a solution of 4-hydroxy-3-methyl-benzoic acid methyl ester from Example E29 (293 mg, 1.76 mmol) and 4-bromo-butyric acid tert-butyl ester from Example E42.1 (397 mg, 1.78 mmol) in acetone (50 ml). The mixture was heated at reflux for 18 h then the solid was filtered off and the filtrate concentrated in vacuo. The residue was dissolved in EtOAc, washed with water then brine, dried and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (eluant; 20% EtOAc:80% pet. ether) to yield the title compound (414 mg, 76%).

1. temperatureThe mixture was heated
2. temperatureat reflux for 18 h
3. filtrationthe solid was filtered off
4. concentrationthe filtrate concentrated in vacuo
5. dissolutionThe residue was dissolved in EtOAc
6. washwashed with water
7. dry with materialbrine, dried
8. concentrationconcentrated in vacuo
9. customThe residue was purified by flash chromatography on silica gel (eluant; 20% EtOAc:80% pet. ether)