反应详情

2-Phenylhexahydro-2,5-methanopentalen-3a-carboxylic acid (50 g) was dissolved in t-butanol (1 l), and triethylamine (51 g) was added to this solution. Diphenylphosphoryl azide (56 g) was added in portions at room temperature. The reaction was stirred first at room temperature and then at reflux. After removal of the t-butanol, the residue was taken up in water (800 ml). The precipitated solids were filtered off and washed repeatedly with water. After drying under reduced pressure, the solids were taken up in tert-butyl methyl ether. This forms a solid, which was filtered off. The filtrate was concentrated fully under reduced pressure and then stirred with diisopropyl ether. The solids were filtered off with suction and washed with a mixture of diisopropyl ether and n-heptane. After drying, (2-phenylhexahydro-2,5-methanopentalen-3a-yl)carbamic acid tert-butyl ester (83.9 g) was obtained.

1. temperatureat reflux
2. customAfter removal of the t-butanol
3. filtrationThe precipitated solids were filtered off
4. washwashed repeatedly with water
5. customAfter drying under reduced pressure
6. filtrationwas filtered off
7. concentrationThe filtrate was concentrated fully under reduced pressure
8. stirringstirred with diisopropyl ether
9. filtrationThe solids were filtered off with suction
10. washwashed with a mixture of diisopropyl ether and n-heptane
11. customAfter drying