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

Participants

Reaction Steps

To an ice cooled solution of 12.9 g (38.7 mmol) [5-(tert-butyl-dimethyl-silanyloxy)-indol-1-yl]-acetic acid ethyl ester in 130 ml of THF was added 12.45 g (38.7 mmol) of tetrabutylammonium fluoride hydrate. The reaction mixture was stirred for 1 h at RT, taken up in ether and washed with 1N HCl and water. Evaporation of the solvent under reduced pressure gave 7.07 g (83%) of pure (5-hydroxy-indol-1-yl)-acetic acid ethyl ester.

Provenance & Evidence