Phenol → HCID 20225919, compound

HRID 597099Notes

Reaction equation

HRID 597099 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:8]1[CH2:12][CH2:11][CH2:10][CH:9]=1>>[CH:8]1([C:2]2[CH:3]=[C:4]([CH:8]3[CH2:12][CH2:11][CH2:10][CH2:9]3)[CH:5]=[C:6]([CH:8]3[CH2:12][CH2:11][CH2:10][CH2:9]3)[C:1]=2[OH:7])[CH2:12][CH2:11][CH2:10][CH2:9]1

Participants

3

Reactant 2

HCID 996PhenolHCID 8882Cyclopentene

Product 1

HCID 20225919HCID 20225919, compoundYield 11.6%

Procedure

To 470 g of phenol and 100 g of an acid-activated fuller's earth 1020 g of cyclopentene are added dropwise at 140° C whereupon the mixture is stirred at the same temperature for 15 h. After elimination of the catalyst by filtration the reaction mixture is distilled by fractionation. Besides 2,4,6-tricyclopentylphenol 173 g of a fraction are obtained having a boiling range of 205° to 212° C at 1.4 mm Hg which are recrystallised from ligroin. Yield: 143 g of 2,4,5-tricyclopentylphenol. Melting point: 104° C.

Workup

  1. filtrationAfter elimination of the catalyst by filtration the reaction mixture
  2. distillationis distilled by fractionation

Sources & evidence

ORD record
ord-45919249bc9448c4952a281ae202d6a8
Source dataset
uspto-grants-1977_03
Patent number
US04013473

Reaction notes

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