Cesium carbonate → Methyl [1-benzhydryl-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-5-chloro-1H-indol-3-yl](oxo)acetate

Participants

Reaction Steps

Methyl [2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-5-chloro-1H-indol-3-yl](oxo)acetate (1 eq), Ph2CHBr (2 eq) and Cs2CO3 (1.5 eq) were mixed in dry acetonitrile (0.13M) under N2. The mixture was heated with stirring to reflux for 3 hrs. The reaction mixture was cooled to rt and filtered and solvent was removed. Resulting residue was purified using a column with 1:4Hexane/CH2Cl2 as eluent to give methyl [1-benzhydryl-2-({[tert-butyl(dimethyl)silyl]oxy }methyl)-5-chloro-1H-indol-3-yl](oxo)acetate (yellow-brown solid) in 60% yield.

Provenance & Evidence