Water → 1,4-Benzenedimethanol

HRID 2051669Notes

Reaction equation

HRID 2051669 reaction equation
[C:1]1(CCl)[CH:6]=[CH:5][C:4]([CH2:7]Cl)=[CH:3][CH:2]=1.[C:11](=[O:14])([O-])[O-].[K+].[K+].[OH2:17]>>[C:1]1([CH2:11][OH:14])[CH:6]=[CH:5][C:4]([CH2:7][OH:17])=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 12171alpha,alpha'-Dichloro-p-xylene

Product 1

HCID 115061,4-Benzenedimethanol

Procedure

440 g (2.52 moles) of p-xylylene dichloride, 637 g (4.57 moles) of anhydrous potassium carbonate and 6 liters of water were charged to a flask. The temperature was raised until refluxing began at 103° C. and this temperature was maintained for 5 hours with the contents of the flask being stirred. Approximately 3 liters of water were then removed by distillation. Upon cooling to room temperature white crystals of p-xylylene glycol appeared. The p-xylylene glycol was obtained by filtration and was recrystallised from hot water.

Workup

  1. temperatureThe temperature was raised
  2. temperatureuntil refluxing
  3. custombegan at 103° C.
  4. temperaturethis temperature was maintained for 5 hours with the contents of the flask
  5. customApproximately 3 liters of water were then removed by distillation

Sources & evidence

ORD record
ord-009e293b2ae642ea97f5f01d1008c4c8
Source dataset
uspto-grants-1980_01
Patent number
US04181791

Reaction notes

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