HCID 232617, compound → 2-Methoxy-6-(2-nitrovinyl)phenyl acetate

HRID 26143Notes

Reaction equation

HRID 26143 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH:9]=[CH:10][N+:11]([O-:13])=[O:12])[C:4]=1[OH:14].[C:15]([O-])(=[O:17])[CH3:16].[Na+]>C(OC(=O)C)(=O)C.C(O)C>[C:15]([O:14][C:4]1[C:5]([CH:9]=[CH:10][N+:11]([O-:13])=[O:12])=[CH:6][CH:7]=[CH:8][C:3]=1[O:2][CH3:1])(=[O:17])[CH3:16]

Participants

5

Reactant 2

HCID 232617HCID 232617, compoundHCID 517045Sodium Acetate

Product 1

HCID 536784862-Methoxy-6-(2-nitrovinyl)phenyl acetate

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 7918Acetic AnhydrideSolvent

Procedure

A mixture of 2-methoxy-6-(2-nitrovinyl)phenol (29.0 grams, 0.15 mole) and sodium acetate (12.4 grams, 0.15 mole) in acetic anhydride (100 ml.) was refluxed for four hours and then poured into ice water. The resulting semi-solid precipitate was dissolved in hot 95% ethanol. Cooling the solution precipitated the crude product which was purified for analysis by chromatography on silica gel with methylene chloride as elutant. The purified 2-methoxy-6-(2-nitrovinyl)phenyl acetate melted at 128° C.-129° C.

Workup

  1. temperaturewas refluxed for four hours
  2. temperatureCooling the solution
  3. customprecipitated the crude product which
  4. customwas purified for analysis by chromatography on silica gel with methylene chloride as elutant

Sources & evidence

ORD record
ord-aed2888924d84573aab35d0beeece2f4
Source dataset
uspto-grants-1979_04
Patent number
US04148795

Reaction notes

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