反应详情

[5-(Allyloxy)-6-chloro-4-vinylpyridin-2-yl]methanol (225 mg, 1.0 mmol) is combined with bis (tricyclohexylphosphine) benzylidene ruthenium (IV) dichloride (16.5 mg, 0.02 mmol) in 5 ml CH2Ci2 and the reaction is stirred 4 h at RT. The volatiles are removed in vacuo and the residue is chromatographed over 15 g SiO2 (230-400 mesh) eluting with 40% EtOAc/hexane. The appropriate fractions are combined and concentrated to give 175 mg (89%) of (8-chloro-2H-pyrano[2,3-c]pyridin-6-yl)methanol as a tan solid. MS for C9H8ClNO2 (EI) m/z: 197 (M)+.

1. customThe volatiles are removed in vacuo
2. customthe residue is chromatographed over 15 g SiO2 (230-400 mesh)
3. washeluting with 40% EtOAc/hexane
4. concentrationconcentrated