Ethyl Acetate → HCID 69207939, compound

HRID 2373808Notes

Reaction equation

HRID 2373808 reaction equation
OC1C=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=2)=[CH:4][C:3]=1[C:17]([OH:19])=O.[C:20]([O-])([O-])=O.[K+].[K+].C[CH2:27][O:28][C:29]([CH3:31])=[O:30]>CC(C)=O>[CH3:27][O:28][C:29]([C:31]1[CH:6]=[C:5]([C:8]2[CH:9]=[CH:10][C:11]([N+:14]([O-:16])=[O:15])=[CH:12][CH:13]=2)[CH:4]=[CH:3][C:17]=1[O:19][CH3:20])=[O:30]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 69207175HCID 69207175, compound

Product 1

HCID 69207939HCID 69207939, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 4-Hydroxy-4′-nitro-biphenyl-3-carboxylic acid (2.0 g, 7.71 mmol) in acetone was added K2CO3(2.34 g, 16.9 mmol) and Mel (4.3 g, 30.8 mmol) and refluxed for 12 h. Reaction mixture was diluted with EtOAc and filtered, filtrate was washed with water brine and dried over Na2SO4. Solvent was removed under reduced pressure and silicagel column chromatography gave pure 4-Methoxy-4′-nitro-biphenyl-3-carboxylic acid methyl ester (1.9 g).

Workup

  1. temperaturerefluxed for 12 h
  2. customReaction mixture
  3. filtrationfiltered
  4. washfiltrate was washed with water brine
  5. dry with materialdried over Na2SO4
  6. customSolvent was removed under reduced pressure and silicagel column chromatography

Sources & evidence

ORD record
ord-d4f18e4fddee4a878ec796f9bd6fdd69
Source dataset
uspto-grants-2008_12
Patent number
US07459472B2

Reaction notes

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