反应详情

To a solution (160 ml) of acetone oxime (5.0 g) in THF was added dropwise n-butyllithium (1.6 M hexane solution) over 15 min under ice-cooling and the mixture was stirred for 1 hr. Thereto was added dropwise a solution (60 ml) of methyl 4-methoxybenzo(b)furan-2-carboxylate (6.7 g) in THF and the mixture was stirred at room temperature for 2 hr. The reaction mixture was poured into ice water, and conc. sulfuric acid (4 ml) was added carefully. The mixture was stirred for 20 min more. The aqueous layer was neutralized with sodium hydrogencarbonate and extracted with ethyl acetate. After washing with water, the organic layer was dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure to give the title compound (3.0 g) as yellow crystals.

1. temperaturecooling
2. stirringthe mixture was stirred at room temperature for 2 hr
3. additionwas added carefully
4. stirringThe mixture was stirred for 20 min more
5. extractionextracted with ethyl acetate
6. washAfter washing with water
7. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
8. customthe solvent was evaporated under reduced pressure