反应详情

A suspension of the mixture of N-(3-hydroxy-phenyl)-acetamide and acetic acid 3-formylamino-phenyl ester (18.12 g, 0.12 mol), 3-methyl-but-3-en-1-ol (8.6 g, 0.1 mol), DEAD (87 g, 0.2 mol) and Ph3P (31.44 g, 0.12 mol) in benzene (250 mL) was heated at reflux overnight and then cooled to room temperature. The reaction mixture was poured into water and the organic layer was separated. The aqueous phase was extracted with EtOAc (300×3 mL). The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and concentrated. The residue was purified by column chromatography to give N-[3-(3-methyl-but-3-enyloxy)-phenyl]-acetamide (11 g, 52%).

1. temperaturewas heated
2. temperatureat reflux overnight
3. customthe organic layer was separated
4. extractionThe aqueous phase was extracted with EtOAc (300×3 mL)
5. washThe combined organic layers were washed with brine
6. dry with materialdried over anhydrous Na2SO4
7. concentrationconcentrated
8. customThe residue was purified by column chromatography