Sodium Azide → HCID 57433663, compound

HRID 2080686Notes

Reaction equation

HRID 2080686 reaction equation
[N-:1]=[N+:2]=[N-:3].[Na+].[C:5]([O:8][CH:9]([CH2:14][CH2:15]OS(C)(=O)=O)[C:10]([O:12][CH3:13])=[O:11])(=[O:7])[CH3:6]>CN(C)C=O>[C:5]([O:8][CH:9]([CH2:14][CH2:15][N:1]=[N+:2]=[N-:3])[C:10]([O:12][CH3:13])=[O:11])(=[O:7])[CH3:6]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 57433662HCID 57433662, compound

Product 1

HCID 57433663HCID 57433663, compoundYield 134.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

1.91 g of sodium azide was added to a dimethylformamide (10 ml) solution of 2.54 g of methyl 2-(acetyloxy)-4-[(methylsulfonyl)oxy]butanoate, and stirred under heat at 70° C. for 8 hours. The reaction liquid was restored to room temperature and extracted with ethyl acetate. The organic layer was washed with saturated saline water and dried, and the solvent was evaporated away under reduced pressure to obtain 2.70 g of methyl 2-(acetyloxy)-4-azidobutanoate as a brown oil.

Workup

  1. customThe reaction liquid
  2. customwas restored to room temperature
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with saturated saline water
  5. customdried
  6. customthe solvent was evaporated away under reduced pressure

Sources & evidence

ORD record
ord-e47abe242e6f4b399852ae58821f4a43
Source dataset
uspto-grants-2011_04
Patent number
US07932394B2

Reaction notes

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