HCID 20298958, compound → HCID 20298966, compound

HRID 1733407Notes

Reaction equation

HRID 1733407 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[CH3:18])=[C:6]([CH:10]=1)[C:7](Cl)=[O:8]>C1(C)C=CC=CC=1.[Pd]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[CH3:18])=[C:6]([CH:10]=1)[CH:7]=[O:8]

Participants

4

Reactant 1

HCID 20298958HCID 20298958, compound

Product 1

HCID 20298966HCID 20298966, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 1140TolueneSolvent

Procedure

5-Chloro-2-(2'-methylphenoxy)benzoyl chloride (5.0 g) was dissolved in toluene (50 mls) and the catalyst poison (0.7 mls) followed by the catalyst (0.7 g; 5% palladium on barium carbonate) were added. Hydrogen was then bubbled through the stirred mixture at 100° until no more hydrogen chloride was evolved. The mixture was then cooled to 40°. Animal charcoal (0.2 g) was added and the mixture was filtered through kieselguhr. Evaporation of the solvent from the filtrate gave an oil which was purified by distillation under reduced pressure to give the title compound as a low melting point solid (mp 45°-46°).

Workup

  1. additionwere added
  2. customHydrogen was then bubbled through the stirred mixture at 100° until no more hydrogen chloride
  3. temperatureThe mixture was then cooled to 40°
  4. additionAnimal charcoal (0.2 g) was added
  5. filtrationthe mixture was filtered through kieselguhr
  6. customEvaporation of the solvent from the filtrate
  7. customgave an oil which
  8. distillationwas purified by distillation under reduced pressure

Sources & evidence

ORD record
ord-de3fc47fbcf34c40b993c9d6ecf1c8c3
Source dataset
uspto-grants-1980_12
Patent number
US04242121

Reaction notes

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