反应详情

To 13.2 g (0.1 mol) 2-ethyl-1-hexanol in a flask equipped with reflux condenser connected to a Dean-Stark trap was added 9.9 g (0.05 mol) syringic acid, 0.2 g p-toluenesulfonic acid and 75 ml toluene. The mixture was refluxed for 20 h. Excess alcohol and toluene were distilled off under slight vacuum. The dark liquid residue was diluted with CH2Cl2 and extracted with 2% NaHCO3 +15% aqueous NaCl followed by neutral 15% aqueous NaCl solution. The organic layer was dried with anhydrous Na2SO4 and distilled. After removal of all unreacted 2-ethylhexanol the product distilled over as a viscous, colorless liquid, b.p. 204°-209° C./4×102Pa, which crystallized on standing at room temperature to a fine white solid, mp 35°-36° C. Yield: 10.1 g, 65%.

1. temperaturewith reflux condenser
2. temperatureThe mixture was refluxed for 20 h
3. distillationExcess alcohol and toluene were distilled off under slight vacuum
4. additionThe dark liquid residue was diluted with CH2Cl2
5. extractionextracted with 2% NaHCO3 +15% aqueous NaCl
6. dry with materialThe organic layer was dried with anhydrous Na2SO4
7. distillationdistilled
8. customAfter removal of all unreacted 2-ethylhexanol the product
9. distillationdistilled over as a viscous, colorless liquid, b.p. 204°-209° C./4×102Pa, which
10. customcrystallized
11. customon standing at room temperature to a fine white solid, mp 35°-36° C