Imidazole → HCID 71285327, compound

Participants

Reaction Steps

To solution of 2-(5-bromo-1H-indol-2-yl)ethanol (11.37 g, 47.36 mmol) in DCM (150 mL) was added imidazole (4.0 g, 58.75 mmol). Reaction mixture was cooled to 0° C. before solution of TBSCl (8.60 g, 57.06 mmol) was added dropwise. The reaction mixture was allowed to warm to room temperature and stirred for 30 min. The mixture was then diluted with DCM (150 mL), washed with H2O (100 mL) and NaCl (aqueous saturated, 100 mL) and the organic phase was dried over Na2SO4. The solvent was concentrated to afford 5-bromo-2-(2-(tert-butyldimethylsilyloxy)ethyl)-1H-indole which was used directly in the next step. LC-MS 354.2/356.2 [M+H]+, RT 1.85 min.

Provenance & Evidence