Hydrochloric Acid → HCID 66942403, compound

Participants

Reaction Conditions

Reaction Steps

Me3SiCF3 (2 M in tetrahydrofuran, 0.42 mL) is added dropwise to a mixture of (2R,6S)-8-acetyl-6,11,11-trimethyl-1,2,5,6-tetrahydro-4H-2,6-methano-benzo[d]azocine-3-carboxylic acid tert-butyl ester (0.30 g) and CsF (13 mg) in tetrahydrofuran (3 mL) cooled to ca. −5° C. The mixture is stirred at −5° C. for 1.5 h. Then, 1 M aqueous HCl solution (70 mL) is added and the mixture is stirred for 1 h. The mixture is basified using aqueous K2CO3 solution and then extracted with ethyl acetate. The combined organic extracts are washed with brine and dried (MgSO4). The solvent is evaporated to give the crude title compound that is submitted for cleaving the protective group without further purification.

Provenance & Evidence