9-Azidononanoic acid → 9-Aminononanoic acid

HRID 963963Notes

Reaction equation

HRID 963963 reaction equation
[N:1]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13])=[N+]=[N-]>C(O)C.[Pd].CC([O-])=O.CC([O-])=O.[Pb+2]>[NH2:1][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13]

Participants

4

Reactant 1

HCID 152305499-Azidononanoic acid

Product 1

HCID 1368779-Aminononanoic acid

Reagents, catalysts & solvents 2

HCID 131709914Lindlars catalystCatalystHCID 702EthanolSolvent

Procedure

9-Azido-nonanoic acid (2.83 g, 14.2 mmol) was dissolved in ethanol (30 mL) and Lindlar catalyst (300 mg) added. The solution was hydrogenated at 50 psi, 30° C. for 4 hours, after which the catalyst was removed by filtration through Kieselguhr, washing with methanol. The solvent was removed in vacuo to give a pale yellow solid, 1.7 g (70%);

Workup

  1. customafter which the catalyst was removed by filtration through Kieselguhr
  2. washwashing with methanol
  3. customThe solvent was removed in vacuo
  4. customto give a pale yellow solid, 1.7 g (70%)

Sources & evidence

ORD record
ord-f661b544eb8945c19c5a6976cc2a30d4
Source dataset
uspto-grants-1998_06
Patent number
US05767088

Reaction notes

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