反应详情

To a stirred solution of 4-(2-methylimidazol-1-yl)phenyl iodide (1.21 g, 3.1 mmol) and (2SR, 4RS)-4-cyano-2-methyl-4-(3-triisopropylsilylthiophenyl)-3,4,5,6-tetrahydro-2H-pyran (795 mg, 2.8 mmol) in ethanol (20 ml) was added tetrakis(triphenylphosphine)palladium(0) (215 mg, 0.2 mmol) and potassium tert-butoxide (383 mg, 3.4 mmol) under a nitrogen atmosphere. The resulting mixture was heated at reflux temperature for 15.5 h, then cooled and concentrated in vacuo. The residue was diluted in ethyl acetate (100 ml), and washed with water (2×100 ml), brine (100 ml) and dried (MgSO4) and concentrated. Purification by silica-gel column chromatography, eluting with dichloromethane-methanol (25:1), gave 1.01 g (93%) of the titled compound as a yellow gum.

1. temperatureThe resulting mixture was heated
2. temperatureat reflux temperature for 15.5 h
3. temperaturecooled
4. concentrationconcentrated in vacuo
5. additionThe residue was diluted in ethyl acetate (100 ml)
6. washwashed with water (2×100 ml), brine (100 ml)
7. dry with materialdried (MgSO4)
8. concentrationconcentrated
9. customPurification by silica-gel column chromatography
10. washeluting with dichloromethane-methanol (25:1)