2-(1-benzyl-2-triisopropylsilanyloxymethyl-1H-indol-5-yl)-1,1,1,3,3,3-hexafluoro-propan-2-ol → 2-(1-benzyl-2-methyl-1H-indol-5-yl)-1,1,1,3,3,3-hexafluoro-propan-2-ol

Participants

Reaction Steps

A solution of 31 mg (0.055 mmol) of 2-(1-benzyl-2-triisopropylsilanyloxymethyl-1H-indol-5-yl)-1,1,1,3,3,3-hexafluoro-propan-2-ol (example 41.3) in 1 mL of methanol was hydrogenated at atmospheric pressure for 12 hours in the presence of 30 mg of Pd/C (10% Pd). Removal of the catalyst by filtration through decalite and evaporation of the solvent yielded 20 mg (93%) of 2-(1-benzyl-2-methyl-1H-indol-5-yl)-1,1,1,3,3,3-hexafluoro-propan-2-ol, red solid, MS: 388 (MH+).

Provenance & Evidence