Hydrochloric Acid → Methyl[1-(3-aminopropyl)cyclopropyl]acetate hydrochloride
Reaction equation
[CH3:1][O:2][C:3](=[O:14])[CH2:4][C:5]1([CH2:8][CH2:9][CH2:10][N:11]=[N+]=[N-])[CH2:7][CH2:6]1.[ClH:15]>[Pd].C(O)C>[ClH:15].[CH3:1][O:2][C:3](=[O:14])[CH2:4][C:5]1([CH2:8][CH2:9][CH2:10][NH2:11])[CH2:6][CH2:7]1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
At room temperature, a mixture of 389 mg (1.97 mmol) of methyl[1-(3-azidopropyl)cyclopropyl]acetate, 40 mg of 10% palladium on carbon and 1.97 ml (1.97 mmol) of 1 M hydrochloric acid in 10 ml of ethanol were hydrogenated under atmospheric pressure overnight. After the reaction had ended, the mixture was filtered and the filtrate was concentrated to dryness. This gave 313 mg (1.51 mmol, 76% of theory) of the title compound as a colorless oil.
Workup
- customwere hydrogenated under atmospheric pressure overnight
- filtrationthe mixture was filtered
- concentrationthe filtrate was concentrated to dryness
Sources & evidence
- ORD record
- ord-77f1075bbca04348a8b55fa5af00fd99
- Source dataset
- uspto-grants-2014_02
- Patent number
- US08642592B2
Reaction notes
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