(R)-2-azido-1-benzylethylamine → (2R)-3-Phenylpropane-1,2-diamine

HRID 1057295Notes

Reaction equation

HRID 1057295 reaction equation
[N:1]([CH2:4][C@H:5]([NH2:13])[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[N+]=[N-]>C(O)C.[Pd]>[NH2:1][CH2:4][C@H:5]([NH2:13])[CH2:6][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

4

Reactant 1

HCID 14802497(R)-2-azido-1-benzylethylamine

Product 1

HCID 12699299(2R)-3-Phenylpropane-1,2-diamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A sample of the compound from step 4 (1.2 g, 6.8 mmol) is hydrogenated (4 atm) in ethanol over 1.2 g of 10% Pd/C for 21.5 hours at room temperature. The mixture is filtered to remove the catalyst, and the solvent is removed to afford the title compound.

Workup

  1. customfor 21.5 hours
  2. customat room temperature
  3. filtrationThe mixture is filtered
  4. customto remove the catalyst
  5. customthe solvent is removed

Sources & evidence

ORD record
ord-0469f3e95c63410db270f6aafc3f1542
Source dataset
uspto-grants-2003_02
Patent number
US06514944B2

Reaction notes

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