Water → HCID 86629995, compound

HRID 656468Notes

Reaction equation

HRID 656468 reaction equation
[CH2:1]([N:8]1[CH2:12][CH2:11][C:10]2([CH2:17][CH2:16][CH2:15][N:14]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH:13]2COS(C)(=O)=O)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N-:31]=[N+:32]=[N-:33].[Na+].O>CN(C)C=O>[N:31]([CH:13]1[N:14]([C:18]([O:20][C:21]([CH3:22])([CH3:23])[CH3:24])=[O:19])[CH2:15][CH2:16][CH2:17][C:10]21[CH2:9][N:8]([CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH2:12][CH2:11]2)=[N+:32]=[N-:33]

Participants

5

Reactant 3

HCID 962WaterHCID 33557Sodium AzideHCID 86629996HCID 86629996, compound

Product 1

HCID 86629995HCID 86629995, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

10 mmol of tert-butyl 2-benzyl-6-methanesulphonyloxymethyl-2,7-diazaspiro[4.5]decane-7-carboxylate are dissolved in 20 ml of N,N-dimethylformamide and the solution is admixed with 15 mmol of sodium azide. The reaction mixture is heated at 60° C. for 6 hours, then poured into water and extracted with tert-butyl methyl ether. The combined organic extracts are washed with brine, dried with sodium sulphate and evaporated. From the residue the title compound is identified by means of flash chromatography (SiO2 60 F) on the basis of the Rf value.

Workup

  1. extractionextracted with tert-butyl methyl ether
  2. washThe combined organic extracts are washed with brine
  3. dry with materialdried with sodium sulphate
  4. customevaporated

Sources & evidence

ORD record
ord-b50cf2a16d35402a850219ac99f9cbc6
Source dataset
uspto-grants-2011_12
Patent number
US08071773B2

Reaction notes

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