Formaldehyde → 5-Bromo-2-ethyl-1H-imidazole-4-methanol

4-Bromo-2-ethylimidazole (24.4 g) was dissolved in ethanol (244 ml), and 1N aqueous sodium hydroxide solution (105 ml) and 37% formalin (15.6 ml) were added. The mixture was stirred at room temperature for 15 hr. The reaction mixture was neutralized under ice-cooling and concentrated to dryness under reduced pressure. The residue was extracted with chloroform-methanol (4/1) and insoluble matter was filtered off. The residue was concentrated to dryness under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol=49:1–19:1) to give 4-bromo-2-ethyl-5-(hydroxymethyl)imidazole (18.9 g) as a yellow powder.

1. temperaturecooling
2. concentrationconcentrated to dryness under reduced pressure
3. extractionThe residue was extracted with chloroform-methanol (4/1) and insoluble matter
4. filtrationwas filtered off
5. concentrationThe residue was concentrated to dryness under reduced pressure
6. customThe residue was purified by silica gel column chromatography (chloroform/methanol=49:1–19:1)

ORD record

ord-2c4eac8927e44b9ba122d2b943d7b048

Source dataset

uspto-grants-2006_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07060721B1