Potassium Carbonate → HCID 21489448, compound

HRID 2418294Notes

Reaction equation

HRID 2418294 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, compound

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'-chloro-hydroxybiphenyl were added and the mixture was heated to the boil. Thereafter 260 g (2 mols) of α-chloropinacolone were added dropwise over the course of 1 hour and the mixture was heated under reflux for 15 hours. After cooling, the solid residue was filtered off, washed and recrystallised from ligroin. 513 g (79% of theory) of [1-(4'-(4"-chlorophenyl)-phenoxy]-3,3-dimethyl-butan-2-one of melting point 90° C. are obtained.

Workup

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

Sources & evidence

ORD record
ord-235608e2ee35436599b0eafbb5fa2fe3
Source dataset
uspto-grants-1984_09
Patent number
US04472421

Reaction notes

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