Hydrochloric Acid → HCID 46784324, compound

To a stirred solution of cyclohexylamine (2.4 mL, 26.8 mmole) in methanol (30 mL) was added 1H-imidazole-2-carboxaldehyde (2.00 g, 26.8 mmole). After stirring at room temperature for one hour, the solution was cooled to 0° C. Sodium borohydride (1.57 g, 41.5 mmol) was then added slowly into the reaction mixture and the reaction mixture was stirred at 0° C. for one hour. Aqueous hydrochloric acid (1 N, 30 mL) was then added. The reaction mixture washed with diethyl ether twice, and then basified by addition of solid sodium carbonate. The aqueous phase was extracted with ethyl acetate twice. The combined ethyl acetate extracts were washed with saturated sodium bicarbonate solution twice and saturated aqueous sodium chloride solution once, and then dried over magnesium sulfate. The solvent was removed to yield cyclohexyl-(1H-imidazol-2-ylmethyl)-amine as a colorless oil.

1. temperaturethe solution was cooled to 0° C
2. stirringthe reaction mixture was stirred at 0° C. for one hour
3. washThe reaction mixture washed with diethyl ether twice
4. additionbasified by addition of solid sodium carbonate
5. extractionThe aqueous phase was extracted with ethyl acetate twice
6. washThe combined ethyl acetate extracts were washed with saturated sodium bicarbonate solution twice
7. dry with materialsaturated aqueous sodium chloride solution once, and then dried over magnesium sulfate
8. customThe solvent was removed

ORD record

ord-84ee0797ec924b9682e538e7b7739345

Source dataset

uspto-grants-2009_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07531545B2