Water → 1-Azido-3-acetoxyacetone

HRID 903194Notes

Reaction equation

HRID 903194 reaction equation
Cl[CH2:2][C:3]([CH2:5][O:6][C:7](=[O:9])[CH3:8])=[O:4].O.[N-:11]=[N+:12]=[N-:13].[Na+]>O1CCCC1.CCOCC>[N:11]([CH2:2][C:3]([CH2:5][O:6][C:7](=[O:9])[CH3:8])=[O:4])=[N+:12]=[N-:13]

Participants

6

Reactant 3

HCID 962WaterHCID 33557Sodium AzideHCID 384132-Propanone, 1-(acetyloxy)-3-chloro-

Product 1

HCID 144347801-Azido-3-acetoxyacetone

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

1-Chloro-3-acetoxyacetone (15.05 g.) is dissolved in tetrahydrofuran (50 ml.) and water (25 ml.) is added. Sodium azide (8.7 g.) is added and the mixture is allowed to stir overnight at room temperature. The reaction mixture is diluted with ether (200 ml.) and the aqueous phase is separated. The organic phase is washed once with brine, then dried and evaporated to give 1-azido-3-acetoxyacetone.

Workup

  1. customthe aqueous phase is separated
  2. washThe organic phase is washed once with brine
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-cbfc365275df4b84be1e1ffe5a583ae4
Source dataset
uspto-grants-1980_10
Patent number
US04226866

Reaction notes

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