Sodium Azide → HCID 23000193, compound

HRID 398369Notes

Reaction equation

HRID 398369 reaction equation
FC(F)(F)S(O[CH2:7][C:8]([F:14])([F:13])[CH2:9][CH:10]1[CH2:12][CH2:11]1)(=O)=O.[N-:17]=[N+:18]=[N-:19].[Na+]>CN(C=O)C.O>[CH:10]1([CH2:9][C:8]([F:14])([F:13])[CH2:7][N:17]=[N+:18]=[N-:19])[CH2:12][CH2:11]1

Participants

5

Reactant 2

HCID 33557Sodium AzideHCID 23000222HCID 23000222, compound

Product 1

HCID 23000193HCID 23000193, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A solution of 1.68 g (6.3 mmol) of 3-cyclopropyl-2,2-difluoropropyl trifluoromethanesulfonate and 820 mg (12.6 mmol) of sodium azide in 6.0 mL of DMF was heated at 50° C. under Ar overnight. After cooling to rt, the mixture was diluted with 40 mL of water, and extracted with two 75 mL portions of ether. The combined organic layers were washed thrice with water, brine, and dried over MgSO4. The solvents were concentrated by distillation at atmospheric pressure to give a solution of the title compound in ether that was used directly in the next step.

Workup

  1. extractionextracted with two 75 mL portions of ether
  2. washThe combined organic layers were washed thrice with water, brine
  3. dry with materialdried over MgSO4
  4. concentrationThe solvents were concentrated by distillation at atmospheric pressure

Sources & evidence

ORD record
ord-6bacc362ab4f4986a9c9b1f946c4a085
Source dataset
uspto-grants-2003_08
Patent number
US06610692B1

Reaction notes

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