反应详情

In 50 ml of anhydrous tetrahydrofuran, is dissolved 1.32 g of trans-3-hydroxy-6-cyano-3,4-dihydro-2,2-dimethyl-4-(1,2-dihydro-2-oxo-4-t-butyldimethylsilyloxymethyl-1-pyridinyl)-2H-benzo[b]pyran obtained is Example 1. Then, 0.12 g of 60% oily sodium hydride is added to the solution at room temperature and reacted under reflux for 4 hours. After stopping the reaction by adding water, the reaction mixture is extracted with ether. The organic layer is successively washed with water and saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. Then, the inorganic matter is filtered off and the filtrate is concentrated under reduced pressure. The residue is purified by silica gel column chromatography using 1/7 mixture of ethyl acetate/methylene chloride as a developing solvent. Thus, 1.04 g of 6-cyano-2,2-dimethyl-4-(1,2-dihydro-2-oxo-4-t-butyldimethylsilyloxymethyl-1-pyridinyl)-2H-benzo[b]pyran is obtained.

1. customobtained
2. customreacted
3. temperatureunder reflux for 4 hours
4. customthe reaction
5. extractionthe reaction mixture is extracted with ether
6. washThe organic layer is successively washed with water and saturated aqueous solution of sodium chloride
7. dry with materialdried over anhydrous sodium sulfate
8. filtrationThen, the inorganic matter is filtered off
9. concentrationthe filtrate is concentrated under reduced pressure
10. customThe residue is purified by silica gel column chromatography
11. addition1/7 mixture of ethyl acetate/methylene chloride as a developing solvent