反应详情

1 g of 9-methoxymethyl-9-hydroxymethyl-fluorene (4.2 mmol) was dissolved in 10 ml of N,N-dimethyl formamide, and 0.14 g of imidazole was added thereto. The mixture was cooled in ice-water bath, and 0.87 ml of triethyl amine (6.2 mmol) was added thereto. After stirring for 5 minutes, 0.88 g of tert-butyldimethylsilyl chloride (5.8 mmol) in 10 ml of N,N-dimethyl formamide was added drop-wise, and the mixture was stirred for further 2 hours, followed by stirring at room temperature for 1 hour. The reaction mixture was diluted with 10 ml of water, and extracted twice using 20 ml of dichloromethane for each time. The combined dichloromethane extract was dried over anhydrous sodium sulfate. After filtration, the filtrate was evaporated to give 1.28 g of concentrate (yield 87.6%).

1. stirringthe mixture was stirred for further 2 hours
2. stirringby stirring at room temperature for 1 hour
3. extractionextracted twice
4. extractionThe combined dichloromethane extract
5. dry with materialwas dried over anhydrous sodium sulfate
6. filtrationAfter filtration
7. customthe filtrate was evaporated
8. customto give 1.28 g
9. concentrationof concentrate (yield 87.6%)