Water → HCID 22325478, compound

HRID 636538Notes

Reaction equation

HRID 636538 reaction equation
Br[CH:2]1[CH2:7][CH2:6][O:5][C:3]1=[O:4].[N-:8]=[N+:9]=[N-:10].[Li+].O>CN(C)C=O>[N:8]([CH:2]1[CH2:7][CH2:6][O:5][C:3]1=[O:4])=[N+:9]=[N-:10]

Participants

5

Reactant 3

HCID 962WaterHCID 88163Lithium azideHCID 954632(3H)-Furanone, 3-bromodihydro-

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 treated at 0° C. with 612 mg (12.5 mmol) of lithium azide. The mixture is stirred at room temperature for 2 h, treated with water and 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. extractionextracted 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-636b268e110b4468bad45a94d03c01de
Source dataset
uspto-grants-2001_02
Patent number
US06194428B1

Reaction notes

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