3,3-Dimethylbutylamine → HCID 57475711, compound

To a stirred solution of 3,3-dimethylbutylamine (2.81 g, 27.8 mmol) and 1-methyl-1H-imidazole-2-carbaldehyde (3.21 g, 29.1 mmol) in methanol (30 mL) at room temperature, sodium borohydride (1.05 g, 27.8 mmol) was added. The reaction mixture was then stirred at room temperature for 1 hour. The reaction mixture was concentrated, and hydrochloric acid (6 N, 5 mL) was then added. The resulting solution washed with diethyl ether once. The aqueous phase was made basic by adding sodium hydroxide solution (3 N). The resulting solution was extracted with chloroform three times. The combined chloroform extracts were washed with brine and dried over magnesium sulfate. The solution was filtered and concentrated to yield (3,3-dimethyl-butyl)-(1-methyl-1H-imidazol-2-ylmethyl)-amine as a colorless oil.

1. concentrationThe reaction mixture was concentrated
2. additionhydrochloric acid (6 N, 5 mL) was then added
3. washThe resulting solution washed with diethyl ether once
4. additionby adding sodium hydroxide solution (3 N)
5. extractionThe resulting solution was extracted with chloroform three times
6. washThe combined chloroform extracts were washed with brine
7. dry with materialdried over magnesium sulfate
8. filtrationThe solution was filtered
9. concentrationconcentrated

ORD record

ord-a34c34e0803e4ec6b3adca8cee6c8937

Source dataset

uspto-grants-2010_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07776882B2