1,8-Diazabicyclo(5.4.0)undec-7-ene → 1-(2-Cyclopropylethenyl)-2-nitrobenzene

HRID 656804Notes

Reaction equation

HRID 656804 reaction equation
Cl[CH:2]([CH:13]1[CH2:15][CH2:14]1)[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N+:10]([O-:12])=[O:11].N12CCCN=C1CCCCC2>O1CCOCC1>[CH:13]1([CH:2]=[CH:3][C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[N+:10]([O-:12])=[O:11])[CH2:15][CH2:14]1

Participants

4

Reactant 2

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 25179633HCID 25179633, compound

Product 1

HCID 685231561-(2-Cyclopropylethenyl)-2-nitrobenzeneYield 87%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To 1 g (4.25 mmol, purity 96%) of 1-(2-chloro-2-cyclopropylethyl)-2-nitrobenzene in 20 ml of dioxane is added 0.65 g (4.25 mmol) of 1,8-diazabicyclo(5.4.0)undec-7-ene, and the mixture is stirred at room temperature for 12 h. Subsequently, the solvent is concentrated under reduced pressure and the residue is admixed with ethyl acetate and water. After the organic phases have been removed and the solvent has been concentrated by evaporation, 0.7 g (79% of theory) of 1-[2-cyclopropylvinyl]-2-nitrobenzene is obtained.

Workup

  1. concentrationSubsequently, the solvent is concentrated under reduced pressure
  2. customAfter the organic phases have been removed
  3. concentrationthe solvent has been concentrated by evaporation

Sources & evidence

ORD record
ord-5b668dae0c99493ebe7849fde34182b6
Source dataset
uspto-grants-2011_12
Patent number
US08071824B2

Reaction notes

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