Sodium Hydroxide → HCID 28806354, compound

Participants

Reaction Conditions

Reaction Steps

(E)-ethyl-3-(5-methyl-1H-indol-3-yl)acrylate (1222.4 g, 5.33 mmol) prepared at Step 1 was dissolved in 32 ml of mixture solution (THF/methanol/H2O=2:1:1), after which NaOH acqueous solution (639.8 mg, 16.0 mmol) was added. After raising temperature to 50° C., stirring for 12 hr, neutralization with 10% hydrochoric acid to pH 4, and dilution with EtOAc, washing with water and brine, drying with anhydrous MgSO4, and concentration under reduced pressure followed. The concentrated residue was refined with silica gel chromatography (n-hexane:EtOAc=2:1) and dried to give target compound. (1070.5 mg, 99.8%).

Provenance & Evidence