p-Toluenesulfonic acid → 3-(7-Methoxy-indol-1-yl)-3-pyridin-3-yl-propan-1-ol

Participants

Reaction Steps

2-[(7-Methoxy-indol-1-yl)-pyridin-3-yl-methyl]-malonic acid tert-butyl ester methyl ester (0.200 g) was dissolved in toluene (50 ml) and treated with p-toluenesulfonic acid (0.102 g). The mixture was brought to reflux temperature and stirred for 4 hours. The reaction mixture was partitioned between ethyl acetate and aqueous bicarbonate solution, the organic layer was dried over magnesium sulfate, filtered and evaporated to dryness to afford 3-(7-methoxy-indol-1-yl)-3-pyridin-3-yl-propan-1-ol as an oil which was purified by column chromatography (ethyl acetate-hexane 3:7).

Provenance & Evidence