1-Butanaminium, N,N,N-tributyl-, fluoride, hydrate → (5-Hydroxy-indol-1-yl)-acetic acid ethyl ester

Participants

Reaction Steps

To an ice cold solution of [5-(tert-butyl-dimethyl-silanyloxy)-indol-1-yl]-acetic acid ethyl ester (12.9 g, 38.7 mmol) in THF (130 ml) was added tetrabutylammonium fluoride hydrate (12.5 g, 38.7 mmol). The reaction mixture was stirred for 1 h at RT, diluted with diethyl ether and washed with 1N HCl and water. Evaporation of the solvent under reduced pressure gave 7.07 g (32.2 mmol, 83%) of (5-hydroxy-indol-1-yl)-acetic acid ethyl ester.

Provenance & Evidence