Benzyl Bromide → HCID 18921494, compound

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%

1. distillationThe solvent was distilled off under reduced pressure
2. dissolutionthe residue was dissolved in 150 ml of acetone
3. temperaturerefluxed for 5 hours
4. temperatureAfter cooling
5. filtrationthe precipitates were filtrated
6. customcondensed under reduced pressure
7. additionwere added
8. temperaturethe mixture was heated at 50° C. for 1 hour
9. temperatureAfter cooling
10. custommethanol was removed
11. extractionthe precipitates were extracted with chloroform
12. washThe organic phase was washed with water
13. customdried
14. customcondensed under reduced pressure
15. customto obtain a pale brown solid
16. customRecrystallization
17. additionwas carried out from a solvent mixture of isopropylether and ethyl acetate

ORD record

ord-56fe1bd048d24909b28194da70fd7ac3

Source dataset

uspto-grants-1995_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05409956