Carbon tetrabromide → HCID 20708405, compound

Under argon atmosphere, triphenylphosphine (1.05 g) and tetrabromomethane (2.00 g) were added to methyl (1-(2-hydroxyethyl)indole-4-yloxy)acetate (500 mg) in methylene chloride (10 ml) at room temperature, and the resulting mixture was stirred at room temperature for 15 minutes. Since the reaction had not been completed, triphenylphosphine (1.00 g) was added and the reaction mixture was stirred at room temperature for 30 minutes. To the reaction mixture, aqueous sodium hydrogen carbonate solution (5 ml) and water (10 ml) were added and the resultant was extracted with ethyl acetate (3×20ml). The obtained organic layers were washed with saturated brine and dried over sodium sulfate. After removing solids by filtration, the solvent was removed under reduced pressure, and the obtained crude product was purified by silica gel column chromatography to obtain the desired compound (602 mg, yield: 96%).

1. stirringthe reaction mixture was stirred at room temperature for 30 minutes
2. extractionthe resultant was extracted with ethyl acetate (3×20ml)
3. washThe obtained organic layers were washed with saturated brine
4. dry with materialdried over sodium sulfate
5. customAfter removing solids
6. filtrationby filtration
7. customthe solvent was removed under reduced pressure
8. customthe obtained crude product
9. customwas purified by silica gel column chromatography

ORD record

ord-b769bc0a59ad48099f95a1b5eb2d7af3

Source dataset

uspto-grants-2001_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06323235B1