Imidazole → HCID 22409067, compound

The mixture of 5.02 g of imidazole and 50 ml of N,N-dimethylformamide is admixed at 0° C. with 3.52 g of sodium hydride dispersion (69%) and stirred at room temperature over 1 hour. The solution of 8.36 g of 1-chloro-3-methoxypropane in 10 ml of N,N-dimethylformamide is added and the reaction solution is subsequently stirred at 60° C. over 2 hours. The reaction mixture is cooled, poured onto ice-water (150 ml) and extracted with ethyl acetate (3×150 ml). The organic phases are washed with water (3×150 ml) and brine (150 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=0.25 (200:20:1 dichloromethane-methanol-conc. ammonia); Rt=1.55.

1. stirringthe reaction solution is subsequently stirred at 60° C. over 2 hours
2. temperatureThe reaction mixture is cooled
3. additionpoured onto ice-water (150 ml)
4. extractionextracted with ethyl acetate (3×150 ml)
5. washThe organic phases are washed with water (3×150 ml) and brine (150 ml)
6. dry with materialdried over sodium sulphate
7. filtrationfiltered
8. concentrationconcentrated by evaporation

ORD record

ord-146701fa8c794ecd9df3b7f141924cdc

Source dataset

uspto-grants-2010_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07842688B2