Formaldehyde → HCID 69677328, compound

HRID 1836938Notes

Reaction equation

HRID 1836938 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C=O.[CH2:10]([NH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH3:11].CNC1C=CC=CC=1>>[CH2:10]([NH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH3:11].[CH2:1]=[O:7].[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 4

HCID 712Formaldehyde2×HCID 996Phenol2×HCID 7515N-MethylanilineHCID 7670N-Ethylaniline3×

Product 1

HCID 69677328HCID 69677328, compound

Conditions

Temperature
80 °C

Procedure

A reactor is charged with 376.4 g phenol (4 moles) and 95.5 g 50% formalin (1.6 moles). This reaction mixture is heated to 60° C. whereupon 96.8 g N-ethylaniline (0.8 moles) is added at 60° C. over 40 minutes. The reaction mixture is then heated at 80° C. for 1 hour and then 1 hour at 100° C. to substantially completely react the phenol. The reaction mixture is cooled to 70° C. Then 96.8 g of N-ethylaniline (0.8 moles) is added followed by addition of 95.5 g of 50% formalin (1.6 moles) at 70° C. over 45 minutes. This reaction mixture is then heated at 80° C. for 2 hours and at 100° C. for 1 hour. Atmospheric distillate, phenol and product are removed as described in Example 23 above. In a similar manner 85.6 g of N-methylaniline (0.8 moles) may be substituted for the 96.8 g of N-ethylaniline (0.8 moles) in the first reaction stage (i.e. Reverse Method) to give a N-ethylaniline-N-methylaniline-phenol-formaldehyde condensate.

Workup

  1. additionis added at 60° C. over 40 minutes
  2. temperatureThe reaction mixture is cooled to 70° C
  3. temperatureThis reaction mixture is then heated at 80° C. for 2 hours and at 100° C. for 1 hour
  4. customAtmospheric distillate, phenol and product are removed

Sources & evidence

ORD record
ord-86a242eeeee347998b166d5995b08d87
Source dataset
uspto-grants-2004_08
Patent number
US06780511B2

Reaction notes

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