反应详情

EX-604B) To a dioxane (8 mL) solution of the aldehyde from EX-604A (0.77 g, 2.8 mmol) was added 2-(tributylstannyl)furan (1.07 mL, 3.42 mmol) and Pd(PPh3)2Cl2 (0.12 g, 0.17 mmol). The mixture was heated to reflux under argon for 18 h. The cooled mixture was poured into a mixture of saturated aq. KF and ethyl acetate and stirred 3 h. The slurry was filtered through celite. The organic layer was separated, washed with brine, dried (MgSO4) and evaporated to a yellow oil. Purification by silica gel flash chromatography eluting with 20% ethyl acetate in hexane gave 0.61 g (84%) of the desired 3-(2-furanyl)-4-(4-morpholinyl)benzaldehyde product as a yellow oil. MS: m/z=258.1 [M+H]+.

1. temperatureThe mixture was heated
2. temperatureto reflux under argon for 18 h
3. filtrationThe slurry was filtered through celite
4. customThe organic layer was separated
5. washwashed with brine
6. dry with materialdried (MgSO4)
7. customevaporated to a yellow oil
8. customPurification by silica gel flash chromatography
9. washeluting with 20% ethyl acetate in hexane