Reaktion #63115

ord-a0c39a719d2540c3a08a8538995ac0d6

Reaktionsgleichung

CCCCCCCCCCCCCCc1ccc(O)cc1
4-tetradecylphenol
CC(=O)[O-]
acetate
[Al+3].[Cl-].[Cl-].[Cl-]
aluminum trichloride
CCCCCCCCCCCCCCc1ccc(O)c(C(C)=O)c1
desired compound
CCCCCCCCCCCCCCc1ccc(O)c(C(C)=O)c1
1-(2-Hydroxy-5-tetradecylphenyl)ethanone

Lösungsmittel

Reaktionsbedingungen

Temperatur
120°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturthe mixture was heated at this temperature for 45 minutes
  2. 2
    TemperaturThe mixture was then cooled
  3. 3
    Waschenwashed with 50% aqueous hydrochloric acid
  4. 4
    Trocknenwater and dried
  5. 5
    SonstigeThe solvents were removed
  6. 6
    Sonstigethe residue recrystallized from ether-methanol

Vorschrift

A 900 mg portion of 4-tetradecylphenol, acetate was heated at 70° C. under argon and 720 mg of aluminum trichloride was added portionwise. After 2 hours the temperature was raised to 120° C. and the mixture was heated at this temperature for 45 minutes. The mixture was then cooled, diluted with chloroform, washed with 50% aqueous hydrochloric acid then water and dried. The solvents were removed and the residue recrystallized from ether-methanol, giving 850 mg of the desired compound, mp 38.5°-39.5° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04762942uspto-grants-1988_08