Azide → 1-Amino-3-acetoxy acetone

HRID 1032359Notes

Reaction equation

HRID 1032359 reaction equation
[N:1]([CH2:4][C:5]([CH2:7][O:8][C:9](=[O:11])[CH3:10])=[O:6])=[N+]=[N-].[N-]=[N+]=[N-]>C(OC(=O)C)C.[Pd]>[NH2:1][CH2:4][C:5]([CH2:7][O:8][C:9](=[O:11])[CH3:10])=[O:6]

Participants

5

Reactant 2

HCID 33558AzideHCID 144347801-Azido-3-acetoxyacetone

Product 1

HCID 221655021-Amino-3-acetoxy acetone

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

1-Azido-3-acetoxyacetone (15.7 g.) is dissolved in ethylacetate (200 ml.). The 10% palladium on carbon catalyst (1.0 g.) is added; the mixture is reduced under hydrogen at atmospheric pressure until the infrared spectrum of an aliquot indicates the absence of the azide. The catalyst is filtered off and the filtrate is evaporated to afford 1-amino-3-acetoxy acetone.

Workup

  1. filtrationThe catalyst is filtered off
  2. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-d78563e8c20a42e683058c62180c6b7d
Source dataset
uspto-grants-1990_09
Patent number
US04957912

Reaction notes

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