反应详情

Trifluoroacetic acid (5 mL) was added slowly to a solution of N′-(2-chloro-phenyl)-N′-((1S,4S)-4,7,7-trimethyl-3-oxo-bicyclo[2.2.1]heptane-2-carbonyl)-hydrazinecarboxylic acid tert-butyl ester (1.26 g, 3.0 mmol) in dichloromethane (5 mL), and the resulting solution was stirred at room temperature for 19 h. The solvent was evaporated and dichloromethane (100 mL) was added. The solution was washed with water (2×50 mL) and brine (50 mL), dried (sodium sulfate), filtered, and evaporated to give a light yellow solid. The solid was stored in the freezer over the weekend, and then triturated with 50% hexanes/diethyl ether (10 mL) and the mixture sonicated. The solid was collected by filtration, washed with ether, an air-dried to give (4R,7S)-2-(2-chloro-phenyl)-7,8,8-trimethyl-1,2,4,5,6,7-hexahydro-4,7-methano-indazol-3-one (790 mg, 86%) as an off-white solid.

1. customThe solvent was evaporated
2. additiondichloromethane (100 mL) was added
3. washThe solution was washed with water (2×50 mL) and brine (50 mL)
4. dry with materialdried (sodium sulfate)
5. filtrationfiltered
6. customevaporated
7. customto give a light yellow solid
8. customtriturated with 50% hexanes/diethyl ether (10 mL)
9. customthe mixture sonicated
10. filtrationThe solid was collected by filtration
11. washwashed with ether
12. customan air-dried