Carbon tetrabromide → HCID 68499348, compound

Temperature

-70 °C

The solution of 1.05 g of 1-(3-methoxypropyl)-1H-imidazole in 14 ml of tetrahydrofuran is cooled to −70° C. and admixed slowly with 4.6 ml of n-butyllithium (1.6M in hexane). The mixture is stirred at −70° C. over 1 hour and subsequently admixed slowly with the solution of 2.54 g of tetrabromomethane in 14 ml of tetrahydrofuran. After a further 30 minutes, the reaction mixture is admixed with 25 ml of saturated aqueous ammonium chloride solution and extracted with tert-butyl methyl ether (2×25 ml). The organic phases are washed with brine, (20 ml), dried over sodium sulphate, filtered and concentrated by evaporation. The title compound is obtained as a colourless oil from the residue by means of flash chromatography (SiO2 60F). Rf=0.51 (200:20:1 dichloromethane-methanol-conc. ammonia); Rt=1.78.

1. waitAfter a further 30 minutes
2. extractionextracted with tert-butyl methyl ether (2×25 ml)
3. washThe organic phases are washed with brine, (20 ml)
4. dry with materialdried over sodium sulphate
5. filtrationfiltered
6. concentrationconcentrated by evaporation

ORD record

ord-f7e897babb5b4653b367c4949c819213

Source dataset

uspto-grants-2010_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07790715B2