HCID 13187346, compound → HCID 13187347, compound

HRID 1379974Notes

Reaction equation

HRID 1379974 reaction equation
[CH3:1][O:2][Na].Cl[CH2:5][C:6]([C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=1)=[CH2:7]>CO>[CH3:1][O:2][CH2:5][C:6]([C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=1)=[CH2:7]

Participants

4

Reactant 2

HCID 13187346HCID 13187346, compoundHCID 178418582HCID 178418582, compound

Product 1

HCID 13187347HCID 13187347, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a CH3ONa-solution from 6.9 g (0.3 gramatom) Na and 600 ml absolute CH3OH are added 59.3 g (0.3 Mol) 4(1-chloromethyl-ethenyl)-nitrobenzene, the reaction mixture heated under reflux for 2 hours and then evaporated to dryness. The residue is digested with diethylether, the ethereal solution filtered and the filtrate concentrated by evaporation. The residue is then chromatographed on silica gel (eluant n-hexane/diethylether 1:1) to give the title compound in analytically pure form (Rf=0.37 on silica gel with CHCl3).

Workup

  1. temperaturethe reaction mixture heated
  2. temperatureunder reflux for 2 hours
  3. customevaporated to dryness
  4. filtrationthe ethereal solution filtered
  5. concentrationthe filtrate concentrated by evaporation
  6. customThe residue is then chromatographed on silica gel (eluant n-hexane/diethylether 1:1)

Sources & evidence

ORD record
ord-a78641322b10404080059f284fba1f38
Source dataset
uspto-grants-1986_04
Patent number
US04579585

Reaction notes

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