Hydrochloric Acid → 4-bromo-2-methyl-1H-imidazole-5-carbaldehyde

4-Bromo-2-methyl-1-((2-(trimethylsilyl)ethoxy)methyl)imidazole-5-carbaldehyde (18.5 g) was dissolved in ethanol (80 ml) and 6N hydrochloric acid (80 ml) was added. The mixture was refluxed under heating for 1 hr. The solvent was evaporated under reduced pressure and saturated aqueous sodium hydrogencarbonate solution was added under ice-cooling until the mixture assumed weak alkalinity. The precipitated crystals were collected by filtration, and the crystals were washed with methanol and heat-dried under reduced pressure to give 5-bromo-2-methylimidazole-4-carbaldehyde (9.17 g) as white crystals.

1. temperatureThe mixture was refluxed
2. temperatureunder heating for 1 hr
3. customThe solvent was evaporated under reduced pressure and saturated aqueous sodium hydrogencarbonate solution
4. additionwas added under ice-
5. temperaturecooling until the mixture
6. filtrationThe precipitated crystals were collected by filtration
7. washthe crystals were washed with methanol
8. customheat-dried under reduced pressure

ORD record

ord-dddaaa56706f4167abc1d93f50abdd67

Source dataset

uspto-grants-2006_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07060721B1