Ethyl bromoacetate → [5-(Tert-butyl-dimethyl-silanyloxy)-indol-1-yl]-acetic acid ethyl ester

Participants

Reaction Steps

To a solution of 9.2 g (37.18 mmol) 5-(tert-butyl-dimethyl-silanyloxy)-1H-indole and 4.79 ml (40.9 mmol) ethyl bromoacetate in 140 ml of DMF was added 36.35 g (111.5 mmol) of cesium carbonate. The reaction mixture was stirred for 3 h at RT, taken up in ether and then washed with 1N HCl and water. The ether phase was concentrated under reduced pressure to give 12.93 g (quant.) of almost pure [5-(tert-butyl-dimethyl-silanyloxy)-indol-1-yl]-acetic acid ethyl ester.

Provenance & Evidence