[CH:1]([C:4]([C:6]1[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=1)=[O:5])([CH3:3])C.C[C:13]([O-:16])(C)C.[K+].[I-].[CH3:19][S+](C)C>C(O)(C)(C)C>[N:8]1[CH:9]=[CH:10][CH:11]=[C:6]([C:4]([OH:5])([CH2:1][CH2:3][CH3:19])[CH2:13][OH:16])[CH:7]=120 g (0.134 mol) of 3-pyridyl isopropyl ketone and 30.2 g (0.268 mol) of potassium tert-butylate were dissolved in 200 ml of tert-butanol. Thereafter, 37.4 g (0.208 mol) of trimethylsulfonium iodide were added and the mixture was heated at 65° C. for 1.5 hours. The inorganic salts were separated off and the reaction solution was evaporated down, after which 75 ml of half-concentrated H2SO4 were added to the crude product and the mixture was heated at 60°-70° C. for 8 hours. The pH was then brought to 9 with 4N NaOH solution and extraction was carried out with methylene chloride. The organic phase was dried and evaporated down and the product was then purified by chromatography.
読み込み中…
