反应详情

To a solution of ethyl 2-[(diphenylmethylidene)amino]-4-(tetrahydro-4H-pyran-4-ylidene)butanoate (162) (6.8 g, 18.0 mmol) in THF (30 mL) was added water (30 mL) and glacial acetic acid (20 mL) and the reaction stirred at room temperature for 2.5 h. The reaction was concentrated in vacuo and the residue dissolved in 0.1 N HCl. It was extracted twice with ethyl acetate and the organic layer was discarded. To the aqueous layer was added solid potassium carbonate until the solution gave blue pH paper. The aqueous layer was extracted with 15% isopropanol/dichloromethane (3×) and the organic layer dried over sodium sulfate and concentrated in vacuo to afford the title compound as a clear oil (3.05 g, 79% yield).

1. concentrationThe reaction was concentrated in vacuo
2. dissolutionthe residue dissolved in 0.1 N HCl
3. extractionIt was extracted twice with ethyl acetate
4. additionTo the aqueous layer was added solid potassium carbonate until the solution
5. customgave blue pH paper
6. extractionThe aqueous layer was extracted with 15% isopropanol/dichloromethane (3×)
7. dry with materialthe organic layer dried over sodium sulfate
8. concentrationconcentrated in vacuo