Sodium Azide → HCID 23000238, compound

HRID 398367Notes

Reaction equation

HRID 398367 reaction equation
CS(O[CH2:6][CH2:7][CH2:8][CH2:9][CH:10]1[CH2:12][CH2:11]1)(=O)=O.[N-:13]=[N+:14]=[N-:15].[Na+]>CN(C=O)C.O>[CH:10]1([CH2:9][CH2:8][CH2:7][CH2:6][N:13]=[N+:14]=[N-:15])[CH2:12][CH2:11]1

Participants

5

Reactant 2

HCID 33557Sodium AzideHCID 23000170HCID 23000170, compound

Product 1

HCID 23000238HCID 23000238, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A solution of 880 mg (4.6 mmol) of 4-cyclopropylbutyl methanesulfonate and 585 mg (9.0 mmol) of sodium azide in 6.0 mL of DMF was heated at 60° C. under Ar overnight. After cooling to rt, the mixture was diluted with water, and extracted with two portions of ether. The combined organic layers were washed twice 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 portions of ether
  2. washThe combined organic layers were washed twice with water, brine
  3. dry with materialdried over MgSO4
  4. concentrationThe solvents were concentrated by distillation at atmospheric pressure

Sources & evidence

ORD record
ord-ae1acb1e551a4cafad35576591fedb58
Source dataset
uspto-grants-2003_08
Patent number
US06610692B1

Reaction notes

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