Phenol → HCID 66588561, compound

HRID 1651185Notes

Reaction equation

HRID 1651185 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.B(F)(F)F.[CH2:12]1[CH:16]2[CH:17]3[CH:21]=[CH:20][CH:19]([CH:15]2[CH:14]=[CH:13]1)[CH2:18]3>>[CH2:12]1[CH:16]2[CH:17]3[CH:21]=[CH:20][CH:19]([CH:15]2[CH:14]=[CH:13]1)[CH2:18]3.[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 996PhenolHCID 6356Boron trifluorideHCID 6492Dicyclopentadiene

Product 1

HCID 66588561HCID 66588561, compound

Conditions

Temperature
70 °C

Procedure

Phenol (2714 g, 28.84 moles) is melted in a 5-liter round-bottom flask equipped with mechanical stirrer, temperature controller, and heating mantle. While stirring at 70° C., BF3 etherate (12.38 g, 0.0873 mole) is added. Dicyclopentadiene (381.3 g, 2.88 moles) is added dropwise with the heating mantle removed. The addition rate is controlled so as to maintain the temperature between 70°-85° C., with the total addition taking about one hour. Following the dicyclopentadiene addition, the reaction temperature is raised to 145° C. and maintained for three hours. This reaction mixture is then cooled to ambient temperature.

Workup

  1. customequipped with mechanical stirrer
  2. temperaturetemperature controller, and heating mantle
  3. customremoved
  4. temperatureto maintain the temperature between 70°-85° C.
  5. additionwith the total addition
  6. additionthe dicyclopentadiene addition
  7. temperaturethe reaction temperature is raised to 145° C.
  8. temperaturemaintained for three hours
  9. temperatureThis reaction mixture is then cooled to ambient temperature

Sources & evidence

ORD record
ord-ec61f22ea72f48c2b8cee94f3627268f
Source dataset
uspto-grants-1990_05
Patent number
US04927905

Reaction notes

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