Imidazole → 1-Crotylimidazole

Crotyl chloride (3.2 g; 35 m mole) in methanol (35 ml) was added dropwise with stirring during 3.5 hours to a refluxing mixture of imidazole (11.9 g; 175 m mole) and sodium bicarbonate (2.95 g; 35 m mole) in methanol (35 ml). When the addition was complete the reaction mixture was refluxed for 24 hours, the solvent evaporated and the residue dissolved in water (60 ml) and extracted with chloroform (3×20 ml). The combined extracts were washed with saturated aqueous sodium chloride solution (25 ml), dried over magnesium sulphate and concentrated under reduced pressure. The residue was fractionally distilled to yield 1-crotylimidazole as a colourless oil, b.p. 123°-124° C./18 mmHg.

1. additionWhen the addition
2. temperaturewas refluxed for 24 hours
3. customthe solvent evaporated
4. dissolutionthe residue dissolved in water (60 ml)
5. extractionextracted with chloroform (3×20 ml)
6. washThe combined extracts were washed with saturated aqueous sodium chloride solution (25 ml)
7. dry with materialdried over magnesium sulphate
8. concentrationconcentrated under reduced pressure
9. distillationThe residue was fractionally distilled

ORD record

ord-074de3b07d994e9c9107e2981b6daea5

Source dataset

uspto-grants-1981_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04284641