Dimethylamine → HCID 19088223, compound

HRID 1464474Notes

Reaction equation

HRID 1464474 reaction equation
[CH3:1][C:2]([CH3:7])([CH2:5][OH:6])[CH:3]=O.O.[CH3:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([CH3:16])[C:11]=1[OH:17].CNC>CO>[CH3:9][C:10]1[CH:15]=[C:14]([CH2:3][C:2]([CH3:1])([CH3:7])[CH:5]=[O:6])[CH:13]=[C:12]([CH3:16])[C:11]=1[OH:17]

Participants

6

Reactant 4

HCID 674DimethylamineHCID 962WaterHCID 113352,6-DimethylphenolHCID 116993-Hydroxy-2,2-dimethylpropionaldehyde

Product 1

HCID 19088223HCID 19088223, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

125 g (1 mol) of 80% strength aqueous 2,2-dimethyl-3-hydroxypropanal (crude mixture from the synthesis, reduced to a water content of 20% by distillation), 109 g (0.9 mol) of 2,6-dimethylphenol, 12 g (0.11 mol) of 40% strength aqueous dimethylamine and 700 g of methanol are reacted in a stirred autoclave at 180° C. and under the autogenous pressure of 20-30 bar for 10 h. Workup of the reaction mixture by distillation yields 168 g (91%) of 3-(3,5-dimethyl-4-hydroxyphenyl)-2,2-dimethylpropanal (boiling point 140°-142° C.; melting point 72°-73° C.).

Workup

  1. customare reacted in a stirred autoclave at 180° C. and under the autogenous pressure of 20-30 bar for 10 h
  2. distillationWorkup of the reaction mixture by distillation

Sources & evidence

ORD record
ord-3bb27b7784fd4a639f46d98261cf1d50
Source dataset
uspto-grants-1994_04
Patent number
US05304685

Reaction notes

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