Potassium Carbonate → HCID 21931920, compound

HRID 1453922Notes

Reaction equation

HRID 1453922 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[C:10]([OH:16])=[CH:11][CH:12]=[CH:13][C:14]=1[CH3:15].C([O-])([O-])=O.[K+].[K+]>N1C=CC=CC=1>[Cl:8][C:6]1[CH:5]=[CH:4][C:3]2[C:9]3[C:14]([CH3:15])=[CH:13][CH:12]=[CH:11][C:10]=3[O:16][C:2]=2[CH:7]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 21931924HCID 21931924, compound

Product 1

HCID 21931920HCID 21931920, compoundYield 83.4%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 2′,4′-dichloro-6-methyl-biphenyl-2-ol (8.75 g, 34.7 mmol), K2CO3 (25 g, 180 mmol) and CuO (17 g, 214 mmol) in 200 mL of pyridine was refluxed under nitrogen for 2 hours. Pyridine was eliminated by distillation. To the residue were added 200 mL of water and 200 mL of methylenechloride, the resulting mixture was filtered through Celite. The organic phase was washed with water, dried over Na2SO4 and evaporated. The residue was purified by flash chromatography (cyclohexane/ethyl acetate, 5/1) to give 6.27 g of beige solid.

Workup

  1. temperaturewas refluxed under nitrogen for 2 hours
  2. distillationPyridine was eliminated by distillation
  3. additionTo the residue were added 200 mL of water and 200 mL of methylenechloride
  4. filtrationthe resulting mixture was filtered through Celite
  5. washThe organic phase was washed with water
  6. dry with materialdried over Na2SO4
  7. customevaporated
  8. customThe residue was purified by flash chromatography (cyclohexane/ethyl acetate, 5/1)

Sources & evidence

ORD record
ord-8690bb5acca94ea69b5fedcda0679c38
Source dataset
uspto-grants-2009_01
Patent number
US07476690B2

Reaction notes

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