Hydrochloric Acid → Methyl[1-(3-aminopropyl)cyclopropyl]acetate hydrochloride

HRID 238168Notes

Reaction equation

HRID 238168 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]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 58074492Methyl[1-(3-azidopropyl)cyclopropyl]acetate

Product 1

HCID 131731181Methyl[1-(3-aminopropyl)cyclopropyl]acetate hydrochloride

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

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

  1. customwere hydrogenated under atmospheric pressure overnight
  2. filtrationthe mixture was filtered
  3. concentrationthe filtrate was concentrated to dryness

Sources & evidence

ORD record
ord-77f1075bbca04348a8b55fa5af00fd99
Source dataset
uspto-grants-2014_02
Patent number
US08642592B2

Reaction notes

Loading…