Phenol → Phenol, 4-hexadecyl-

HRID 5276Notes

Reaction equation

HRID 5276 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:8]=[CH:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]>>[CH2:23]([C:4]1[CH:5]=[CH:6][C:1]([OH:7])=[CH:2][CH:3]=1)[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH3:8]

Participants

3

Reactant 2

HCID 996PhenolHCID 123951-Hexadecene

Product 1

HCID 75768Phenol, 4-hexadecyl-

Conditions

Temperature
110 °C

Procedure

Phenol (376 g, 4 mol), hexadecene (α-olefin) (449 g, 2 mol) and ion exchange resin (trade-mark: Dia-ion RCP-145HD) (34 g) were charged in a reactor and stirred at 110° C. for 2 hours. The ion exchange resin was filtered off and the excessive phenol and hexadecene were distilled off under reduced pressure. After distillation under reduced pressure, mono-hexadecylphenol was obtained. The yield was 510 g.

Workup

  1. filtrationThe ion exchange resin was filtered off
  2. distillationthe excessive phenol and hexadecene were distilled off under reduced pressure
  3. distillationAfter distillation under reduced pressure

Sources & evidence

ORD record
ord-0a96ee7305764e7999d6459c776096d9
Source dataset
uspto-grants-1993_09
Patent number
US05244588

Reaction notes

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