Formaldehyde → Formaldehyde;phenol

HRID 1906033Notes

Reaction equation

HRID 1906033 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(O)(=O)C(O)=O.C=O>>[CH2:1]=[O:7].[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 712Formaldehyde2×HCID 971Oxalic AcidHCID 996Phenol

Product 1

HCID 172281Formaldehyde;phenol

Conditions

Temperature
110 °C

Procedure

A glass reactor equipped with a stirrer, reflux condenser, addition funnel, and a device for controlling temperature was charged with 550 grams (5.85 moles) of phenol and 2.75 grams (0.03 mole) of oxalic acid. This mixture was heated to 110° C., and 298.8 grams (3.68 moles) of 37% formalin was slowly added during approximately 60 minutes (3600 s). The reaction mixture was allowed to reflux during the formalin addition, and for about 60 minutes (3600 s) thereafter. A vacuum was then applied, and the excess phenol and water were removed by vacuum distillation at a final temperature of 180° C.

Workup

  1. customA glass reactor equipped with a stirrer
  2. temperaturereflux
  3. additioncondenser, addition funnel
  4. customthe excess phenol and water were removed by vacuum distillation at a final temperature of 180° C.

Sources & evidence

ORD record
ord-f3239bff761f42a4965d374050262879
Source dataset
uspto-grants-1987_03
Patent number
US04649188

Reaction notes

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