3-Azidocyclopentyl benzoate → 3-Aminocyclopentyl benzoate

HRID 1934671Notes

Reaction equation

HRID 1934671 reaction equation
[C:1]([O:9][CH:10]1[CH2:14][CH2:13][CH:12]([N:15]=[N+]=[N-])[CH2:11]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[Pd].CO>[C:1]([O:9][CH:10]1[CH2:14][CH2:13][CH:12]([NH2:15])[CH2:11]1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 224674503-Azidocyclopentyl benzoate

Product 1

HCID 224674763-Aminocyclopentyl benzoateYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 3-azidocyclopentyl benzoate (411 mg) and 10% palladium on activated carbon (41.1 mg) in methanol (15 mL) was stirred under hydrogen atmosphere (4 atm) for 2 hours at ambient temperature. After removal of the catalyst, the filtrate was evaporated in vacuo to give 3-aminocyclopentyl benzoate as a pale yellow oil (354 mg).

Workup

  1. customAfter removal of the catalyst
  2. customthe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-315a7e868f1841508a3d28e48f2bdbda
Source dataset
uspto-grants-2002_05
Patent number
US06384080B1

Reaction notes

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