Phosphate → HCID 19092538, compound

Participants

Reaction Steps

In 22 ml of anhydrous tetrahydrofuran, is dissolved 875 mg of 6-cyano-2,2-dimethyl-4-{1,2-dihydro-2-oxo-4-(1-hydroxy-2-trimethylsilylethyl)-1-pyridinyl}-2H-benzo[b]pyran obtained in Example 26. Then, 89 mg of 60% oily sodium hydride is added to the solution at room temperature and reacted at room temperature for 4 hours. After stopping the reaction by adding 0.2 M phosphate buffer, the reaction mixture is extracted with ethyl acetate. The organic layer is washed successively with water and saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. Then, the inorganic matter is filtered off and the filtrate is concentrated under reduced pressure. The residue thus obtained is purified by silica gel column chromatography using 1/10 mixture of ethyl acetate/methylene chloride as a developing solvent. Thus, 493 mg of 6-cyano-2,2-dimethyl-4-(1,2-dihydro-2-oxo-4-vinyl-1-pyridinyl)-2H-benzo[b]pyran is obtained.

Provenance & Evidence