Trifluoroacetic acid → HCID 57941362, compound

Participants

Reaction Steps

Trifluoroacetic acid (55 mL) was added slowly over 1-2 min to a solution of N-(2-chloro-phenyl)-N′-((1R,4R)-4,7,7-trimethyl-3-oxo-bicyclo[2.2.1]heptane-2-carbonyl)-hydrazinecarboxylic acid tert-butyl ester (23.4 g, 56 mmol) in dry dichloromethane (55 mL), and the resulting solution was stirred at room temperature for 3 h. The solvent was evaporated and dichloromethane (350 mL) was added. The solution was washed with water (3×150 mL) and brine (150 mL), dried (sodium sulfate), filtered, evaporated, and dried under high vacuum over the weekend to give (4S,7R)-2-(2-chloro-phenyl)-7,8,8-trimethyl-1,2,4,5,6,7-hexahydro-4,7-methano-indazol-3-one (16.07 g, 95%) as a pale solid.

Provenance & Evidence