N-bromobutanimide → 3,6-Dibromo-1-(3-methoxypropyl)-1H-indole

Participants

Reaction Conditions

Reaction Steps

A solution of 10.39 g of 6-bromo-1-(3-methoxypropyl)-1H-indole (building block 5) in 1.5 l of tetrahydrofuran is cooled to −78° C., and 7.05 g of N-bromosuccinimide are added. The mixture is stirred at −78° C. for 1.7 hours and then warmed to room temperature. The reaction mixture is evaporated. The title compound is obtained as an orange oil from the residue by flash chromatography (SiO2 60 F). Rf=0.31 (EtOAc-heptane 1:4); Rt=5.65 (Gradient I).

Provenance & Evidence