反应详情

A mixture of 2,5-dihydroxybenzoic acid (4.8 g), 1,8-diazobicyclo[5.5.0]undec-7-ene (4.7 g), 2-furylmethyl 8-bromooctanoate (7.8 g) and acetonitrile (150 ml) was heated, under reflux for 18 h. The cooled reaction mixture was added to water (500 ml) and extracted with ethyl acetate (3×200 ml). The combined organic layers were washed with 1N-hydrochloric acid (150 ml) and water (2×20 ml), dried over magnesium sulphate and filtered. The solvent was removed in vacuum. The residue (8.4 g) was purified by column flash chromatography on silica gel using toluene/ethyl acetate (5:1) as eluent, to give 8-(2-furylmethoxy)-8-oxooctyl 2,5-dihydroxybenzoate as colourless oil.

1. temperaturewas heated
2. temperatureunder reflux for 18 h
3. customThe cooled reaction mixture
4. extractionextracted with ethyl acetate (3×200 ml)
5. washThe combined organic layers were washed with 1N-hydrochloric acid (150 ml) and water (2×20 ml)
6. dry with materialdried over magnesium sulphate
7. filtrationfiltered
8. customThe solvent was removed in vacuum
9. customThe residue (8.4 g) was purified by column flash chromatography on silica gel