3,3-Dimethylbutylamine → HCID 57475711, compound

To a stirred solution of 3,3-dimethylbutyamine (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 was 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 was 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-e44aa099c8b84d41a59c486050e2c556

Source dataset

uspto-grants-2011_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07868022B2