Hydrogen Bromide → 4,4'-(Cycloheptane-1,1-diyl)diphenol

HRID 1448507Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1448507
[C:1]1(=O)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:9]1([OH:15])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.Br>>[C:1]1([C:12]2[CH:13]=[CH:14][C:9]([OH:15])=[CH:10][CH:11]=2)([C:12]2[CH:13]=[CH:14][C:9]([OH:15])=[CH:10][CH:11]=2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Komponenten

4

Edukt 3

HCID 260Hydrogen Bromide2×HCID 996PhenolHCID 10400Cycloheptanone

Produkt 1

HCID 134848914,4'-(Cycloheptane-1,1-diyl)diphenol

Versuchsvorschrift

Into a solution of 112.7 parts by weight (1.0 partmole) cycloheptanone and 470 parts by weight (5.0 partmole) phenol there was introduced gaseous hydrobromic acid. The mildly exothermic reaction was moderated by external cooling, keeping the reaction temperature between 30° and 37° C. After ca. 1.5 hours of reaction time, the red colored mixture thickened and solids began to form. After an additional four hour contact with a slow stream of hydrobromic acid, all acid was removed by placing the stirred mixture under water aspirator vacuum and the solid phase removed by vaccum filtration. Washing the solids with hot water and recrystallizing them by charcoaling from aqueous menthol, yielded white crystals of 4,4'-cycloheptylidenediphenol, melting point 208°-209° C., that were 99.1% pure by gas chromatography analysis (retention time: 25.35 min.; p-cumylphenol reference retention time: 16.47 min.).

Aufarbeitung

  1. customThe mildly exothermic reaction
  2. customthe reaction temperature between 30° and 37° C
  3. customAfter ca. 1.5 hours of reaction time
  4. customto form
  5. customall acid was removed
  6. customthe solid phase removed by vaccum filtration
  7. washWashing the solids with hot water
  8. customrecrystallizing them

Quellen und Nachweise

ORD-Eintrag
ord-efaa5355c02b47a9991712ed190e901e
Quelldatensatz
uspto-grants-1979_12
Patentnummer
US04180651

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