HCID 13592259, compound → 3,3-Bis(azidomethyl)oxetane

HRID 568994Notes

Reaction equation

HRID 568994 reaction equation
O[CH2:2][C:3]([CH2:12][O:13]S(C1C=CC(C)=CC=1)(=O)=O)([CH2:8][N:9]=[N+:10]=[N-:11])[CH2:4][N:5]=[N+:6]=[N-:7]>O1CCOCC1>[N:9]([CH2:8][C:3]1([CH2:4][N:5]=[N+:6]=[N-:7])[CH2:2][O:13][CH2:12]1)=[N+:10]=[N-:11]

Participants

3

Reactant 1

HCID 13592259HCID 13592259, compound

Product 1

HCID 127253383,3-Bis(azidomethyl)oxetane

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

0.1 mole of compound 9 was dissolved in 100 ml of dry dioxane. 0.15 Mole of potassium tert.-butylate was added, with exclusion of moisture. After the reaction mixture had been stirred at 60° C. for 3 hours, it was concentrated. The residue was taken up in 400 ml of ether and the mixture was washed twice with 5% strength (weight: volume) aqueous NaCl solution. The organic phase was dried and concentrated in vacuo. The uniform product was further purified by column chromatography (eluting agent: chloroform/ethyl acetate 5:1).

Workup

  1. concentrationit was concentrated
  2. washthe mixture was washed twice with 5% strength (weight: volume) aqueous NaCl solution
  3. customThe organic phase was dried
  4. concentrationconcentrated in vacuo
  5. customThe uniform product was further purified by column chromatography (eluting agent: chloroform/ethyl acetate 5:1)

Sources & evidence

ORD record
ord-07f45846d5b846cb9500043b92616995
Source dataset
uspto-grants-1988_03
Patent number
US04730069

Reaction notes

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