Sodium Azide → HCID 23344677, compound

HRID 1856378Notes

Reaction equation

HRID 1856378 reaction equation
Br[C:2]([CH:9]=[O:10])([CH3:8])[C:3]([O:5][CH2:6][CH3:7])=[O:4].[N-:11]=[N+:12]=[N-:13].[Na+]>C(COC)OC.O>[N:11]([C:2]([CH:9]=[O:10])([CH3:8])[C:3]([O:5][CH2:6][CH3:7])=[O:4])=[N+:12]=[N-:13]

Participants

5

Reactant 2

HCID 33557Sodium AzideHCID 23344681HCID 23344681, compound

Product 1

HCID 23344677HCID 23344677, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 80711,2-DimethoxyethaneSolvent

Procedure

To a solution of ethyl α-bromo-α-formylpropionate (20 g.) in dimethoxyethane (200 ml.) is added a solution of sodium azide (8 g.) in water (40 ml.) and the mixture is stirred at room temperature for 5 hours. The dimethoxy ethane is removed under reduced pressure and the residue is taken up in a mixture of ether and water. The ethereal phase is separated, washed with water, dried over anhydrous sodium sulfate and evaporated yielding ethyl α-azido-α-formylpropionate which is purified by vacuum distillation.

Workup

  1. customThe dimethoxy ethane is removed under reduced pressure
  2. additionthe residue is taken up in a mixture of ether and water
  3. customThe ethereal phase is separated
  4. washwashed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. customevaporated

Sources & evidence

ORD record
ord-089d901709a446e39aeb8b48812c2313
Source dataset
uspto-grants-1980_08
Patent number
US04219462

Reaction notes

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