反应详情

A suspension consisting of 0.51 g (1.82 mmol) (R)-6-chloro-7-ethoxy-4-methyl-3,4-dihydro-2H-2,4a,5-triaza-fluoren-1-one and 0.28 g (7.30 mmol) lithium aluminium hydride in 10 mL tert-butyl methyl ether was heated at reflux for 1 h. After cooling to room temperature the reaction mixture was poured into 10% aqueous sodium potassium tartrate solution and extracted twice with ethyl acetate. The organic fractions were washed with brine, dried over magnesium sulfate, filtered and evaporated. The so-obtained crude 6-chloro-7-ethoxy-4-methyl-1,2,3,4-tetrahydro-2,4a,5-triaza-fluorene was dissolved in 10 mL dichloromethane and 0.48 g (2.19 mmol) di-tert-butyl dicarbonate and 22.3 mg (0.18 mmol) 4-(dimethylamino)pyridine were added. After 1 h the solvent was evaporated and the residue was purified by column chromatography over silica gel (0.030–0.063 mm) with ethyl acetate:n-hexane (1:4) as eluant to give the product as a light yellow solid (63.9%).

1. temperaturewas heated
2. temperatureat reflux for 1 h
3. extractionextracted twice with ethyl acetate
4. washThe organic fractions were washed with brine
5. dry with materialdried over magnesium sulfate
6. filtrationfiltered
7. customevaporated