Water → HCID 22325478, compound

HRID 1954088Notes

Reaction equation

HRID 1954088 reaction equation
[C:1]1(=[O:6])[O:5][CH2:4][CH2:3][CH2:2]1.[N-:7]=[N+:8]=[N-:9].[Li+].O>CN(C)C=O>[N:7]([CH:2]1[CH2:3][CH2:4][O:5][C:1]1=[O:6])=[N+:8]=[N-:9]

Participants

5

Reactant 3

HCID 962WaterHCID 7302Gamma-ButyrolactoneHCID 88163Lithium azide

Product 1

HCID 22325478HCID 22325478, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.56 g (10 mmol) of 2-bromo-,γ-butyrolactone are dissolved in 2 ml of dimethylformamide, and 612 mg (12.5 mmol) of lithium azide are added at 0° C. The mixture is stirred at room temperature for 2 hours, water is added and the mixture is extracted three times with methylene chloride. The combined organic phases are washed three times with water, dried over sodium sulphate and concentrated. 1.10 g (86.6% of theory) of the title compound are obtained.

Workup

  1. extractionthe mixture is extracted three times with methylene chloride
  2. washThe combined organic phases are washed three times with water
  3. dry with materialdried over sodium sulphate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-d4919a1927494eeb968692141963ed71
Source dataset
uspto-grants-2000_09
Patent number
US06121284

Reaction notes

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