Potassium Carbonate → HCID 21489448, compound

HRID 1974329Notes

Reaction equation

HRID 1974329 reaction equation
C(=O)([O-])[O-:2].[K+].[K+].[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2O)=[CH:10][CH:9]=1.[CH3:21][C:22]([C:25]([CH2:27]Cl)=[O:26])([CH3:24])[CH3:23]>C(C(C)=O)C>[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][C:17]([O:2][CH2:27][C:25](=[O:26])[C:22]([CH3:24])([CH3:23])[CH3:21])=[CH:16][CH:15]=2)=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 835721-ChloropinacoloneHCID 1824024'-Chloro[1,1'-biphenyl]-2-ol

Product 1

HCID 21489448HCID 21489448, compoundYield 84.7%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

280 g (2 mols) of powdered potassium carbonate were suspended in 2 l of methyl ethyl ketone. 409 g (2 mols) of 4' -chlorohydroxybiphenyl were added and the mixture was heated to the boil. Thereafter 269 g (2 mols) of α-chloropinacolone were added dropwise over the course of 1 hour and the mixture was heated for 15 hours under reflux. After cooling, the solid residue was filtered off, washed and recrystallized from ligroin. 513 g (79% of theory) of 1-[4-(4-chlorophenyl)phenoxy]-3,3-dimethylbutan-2-one of melting point 90° C were obtained.

Workup

  1. temperaturethe mixture was heated to the boil
  2. temperaturethe mixture was heated for 15 hours
  3. temperatureunder reflux
  4. temperatureAfter cooling
  5. filtrationthe solid residue was filtered off
  6. washwashed
  7. customrecrystallized from ligroin

Sources & evidence

ORD record
ord-4a64e18eae17489a93c8162b675695af
Source dataset
uspto-grants-1976_12
Patent number
US04000299

Reaction notes

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