(5-Benzyloxyindole-1-yl)acetic acid methyl ester → methyl (5-hydroxy-1H-indol-1-yl)acetate

Participants

Reaction Steps

Compound 72A (18.9 g, 64 mmol) was dissolved in 100 ml 1:1 ethyl acetate/ethanol. 200 mg 10% Pd/C was added followed by purging with hydrogen. The reaction was stirred vigorously under balloon pressure for 16 h. The reaction was filtered through Celite® and concentrated to an oil which was filtered through 0.45 uM filter to give a pale yellow oil which crystallized on standing. MS m/z 206 (M+1).

Provenance & Evidence