Benzyl Bromide → HCID 18921494, compound

Participants

Reaction Steps

9.62 g (38.8 mmol) of methyl(5-acetoxyindan-2-yl)acetate was dissolved in 150 ml of methanol, to which was added 1.17 g (8.5 mmol) of potassium carbonate and stirred for 1 hour at room temperature. The solvent was distilled off under reduced pressure, and the residue was dissolved in 150 ml of acetone. 5.98 g (43.0 mmol) of potassium carbonate, 7.27 g (42.5 mmol) of benzylbromide were added thereto and refluxed for 5 hours. After cooling, the precipitates were filtrated and condensed under reduced pressure. The residue was dissolved in 100 ml of methanol, to which 12 ml of 20% sodium hydroxide were added and the mixture was heated at 50° C. for 1 hour. After cooling, methanol was removed, the residue was made acidic with conc. HCl, and the precipitates were extracted with chloroform. The organic phase was washed with water, dried and condensed under reduced pressure to obtain a pale brown solid. Recrystallization was carried out from a solvent mixture of isopropylether and ethyl acetate to obtain 5.97 g of colorless crystals. Yield: 68%

Provenance & Evidence