Phenol → 3-[1-(4-Hydroxyphenyl)-isopropyl]phenol

HRID 1462659

Reaktionsgleichung

Reaktionsgleichung von HRID 1462659
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(=O)(=O)(O)[OH:9].O[C:14]1[CH:15]=[C:16]([C:20]([CH3:23])([CH3:22])O)[CH:17]=[CH:18][CH:19]=1>C1(C)C=CC=CC=1>[OH:7][C:1]1[CH:6]=[C:5]([C:20]([C:16]2[CH:17]=[CH:18][C:19]([OH:9])=[CH:14][CH:15]=2)([CH3:23])[CH3:22])[CH:4]=[CH:3][CH:2]=1

Komponenten

5

Edukt 3

HCID 996Phenol2×HCID 1118Sulfuric AcidHCID 4581423-(2-Hydroxypropan-2-yl)phenol

Produkt 1

HCID 6882893-[1-(4-Hydroxyphenyl)-isopropyl]phenolAusbeute 55 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel2×

Versuchsvorschrift

A mixture of 1335 grams (14.2 moles) of phenol, 450 ml. of 75% aqueous sulfuric acid and 1800 ml. of toluene was stirred at room temperature while a solution of 450 grams (2.9 moles) of 3-hydroxyphenyldimethylcarbinol in 890 grams (9.5 moles) of phenol and 1800 ml. of toluene was added over three hours. The reaction mixture was stirred at room temperature for four hours and the aqueous layer was separated and discarded. The organic layer was washed twice with water, once with 10% sodium bicarbonate solution and again with water. Toluene and excess phenol were removed by vacuum distillation and the residue was recrystallized from toluene. There was obtained 371 grams (55% of theoretical) of the desired 2-(3-hydroxyphenyl)-2-(4-hydroxyphenyl)propane.

Aufarbeitung

  1. customthe aqueous layer was separated
  2. washThe organic layer was washed twice with water, once with 10% sodium bicarbonate solution and again with water
  3. customToluene and excess phenol were removed by vacuum distillation
  4. customthe residue was recrystallized from toluene

Quellen und Nachweise

ORD-Eintrag
ord-554cd87da3cd43c08592993d77fc3552
Quelldatensatz
uspto-grants-1984_07
Patentnummer
US04460798

Verknüpfte Notizen

Wird geladen…