Sodium Azide → HCID 22996459, compound

HRID 1167272Notes

Reaction equation

HRID 1167272 reaction equation
Cl[CH2:2][CH2:3][CH2:4][C:5]([CH:8]1[O:12][CH2:11][CH2:10][O:9]1)([CH3:7])[CH3:6].[N-:13]=[N+:14]=[N-:15].[Na+]>CS(C)=O.O>[O:9]1[CH2:10][CH2:11][O:12][CH:8]1[C:5]([CH3:7])([CH3:6])[CH2:4][CH2:3][CH2:2][N:13]=[N+:14]=[N-:15]

Participants

5

Reactant 2

HCID 33557Sodium AzideHCID 229963392-(5-Chloro-2-methylpentan-2-yl)-1,3-dioxolane

Product 1

HCID 22996459HCID 22996459, compoundYield 91.1%

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Procedure

A solution of 0.74 g (3.8 mmol) of 2-(4-chloro-1,1-dimethylbutyl)-1,3-dioxolane and 0.50 g (7.7 mmol) of sodium azide in 5 mL of DMSO was heated to 100° C. with stirring. After 18 hours the solution was cooled to RT, diluted with water, and the mixture extracted with ether (3×). The combined ether extracts were washed with water (3×), dried over MgSO4, and concentrated in vacuo to afford 0.69 g (90%) of the desired compound as a light yellow liquid.

Workup

  1. extractionthe mixture extracted with ether (3×)
  2. washThe combined ether extracts were washed with water (3×)
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-7b2e7f99e2b74ac499a104d56f07617a
Source dataset
uspto-grants-2003_09
Patent number
US06617350B2

Reaction notes

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