Water → 1-(3-Nitropropyl)-4-octylbenzene

Participants

Reaction Conditions

Reaction Steps

3-Nitro-1-(4-octylphenyl)propan-1-one (37 g) and dichloromethane (185 mL) are charged into a round bottom flask at 25-30° C. and stirred. Triethylsilane (36.87 g) is charged into the flask and the reaction mixture is cooled to 0-5° C. Titanium tetrachloride (28.9 g) in dichloromethane (185 mL) is added to the reaction mixture over the period of 30 minutes at temperature below 5° C. and the reaction mixtures is stirred at a temperature of 25-30° C. for about 1 hour. The reaction mixture is added to water (370 mL) precooled to 0-5° C., stirred, and the organic layer is separated. The organic layer is washed with aq. sodium bicarbonate (2×370 mL), followed by water (370 mL), and brine solution (370 mL). The organic layer is dried over sodium sulphate and evaporated under reduced pressure at about 45° C. to give 64.0 g of the title compound.

Provenance & Evidence