Dimethylamine → HCID 19088218, compound

HRID 1464476Notes

Reaction equation

HRID 1464476 reaction equation
[CH3:1][C:2]([CH3:7])([CH2:5][OH:6])[CH:3]=O.O.[C:9]([C:13]1[CH:18]=[C:17]([C:19]([CH3:22])([CH3:21])[CH3:20])[CH:16]=[CH:15][C:14]=1[OH:23])([CH3:12])([CH3:11])[CH3:10].CNC>CO>[C:9]([C:13]1[C:14]([OH:23])=[C:15]([CH2:3][C:2]([CH3:1])([CH3:7])[CH:5]=[O:6])[CH:16]=[C:17]([C:19]([CH3:22])([CH3:21])[CH3:20])[CH:18]=1)([CH3:12])([CH3:11])[CH3:10]

Participants

6

Reactant 4

HCID 674DimethylamineHCID 962WaterHCID 73112,4-Di-tert-butylphenolHCID 116993-Hydroxy-2,2-dimethylpropionaldehyde

Product 1

HCID 19088218HCID 19088218, compoundYield 61%

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), 185 g (0.9 mol) of 2,4-di-t-butylphenol, 24 g (0.22 mol) of 40% strength aqueous dimethylamine and 700 g of methanol are reacted in a stirred autoclave under autogenous pressure of 20-30 bar at 160° C. for 20 h and then at 180° C. for 20 h. Workup of the reaction mixture by distillation yields 159 g (61%) of 3-(3,5-di-t-butyl-2-hydroxyphenyl)-2,2-dimethylpropanal (boiling point 115°-116° C.).

Workup

  1. customare reacted in a stirred autoclave under autogenous pressure of 20-30 bar at 160° C. for 20 h
  2. distillationWorkup of the reaction mixture by distillation

Sources & evidence

ORD record
ord-5b92f944ff584246b76275aee4c73c06
Source dataset
uspto-grants-1994_04
Patent number
US05304685

Reaction notes

Loading…