Ammonium Chloride → HCID 60108778, compound

Participants

Reaction Conditions

Reaction Steps

Isopropenyl magnesium bromide (234 mL of a 0.5 M solution in THF, 117 mmol) was slowly added to a −40° C. solution of 4-(4-nitrophenyl)-piperazine-1-carboxylic acid tert-butyl ester (12 g, 39 mmol) in 200 mL of THF and the resulting mixture was stirred at −40° C. for 20 min. Saturated aqueous ammonium chloride was added and the mixture was extracted with ethyl acetate. The extract was washed with water and brine, dried (sodium sulfate) and evaporated. Silica gel chromatography (20% ethyl acetate-hexane) afforded 4.8 g of 4-(2-methyl-1H-indol-7-yl)-piperazine-1-carboxylic acid tert-butyl ester (21) as an oil, mass spec, M+ 315.

Provenance & Evidence