Trimethylamine → HCID 20574935, compound

HRID 894267Notes

Reaction equation

HRID 894267 reaction equation
[CH3:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[C:3]=1[NH2:4].[CH3:10][O:11][CH2:12][CH:13]=O.CN(C)C>C1C=CC=CC=1.CO>[CH3:10][O:11][CH2:12][CH:13]=[N:4][C:3]1[C:5]([CH3:9])=[CH:6][CH:7]=[CH:8][C:2]=1[CH3:1]

Participants

6

Reactant 3

HCID 1146TrimethylamineHCID 68962,6-DimethylanilineHCID 91563Methoxyacetaldehyde

Product 1

HCID 20574935HCID 20574935, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 887MethanolSolvent

Procedure

A solution of 24.2 (0.2 mole) of 2,6-dimethylaniline and 17.8 g (0.24 mole) of methoxy-acetaldehyde in 150 ml of benzene is treated with 1 ml of 25% trimethylamine solution in methanol and the mixture is refluxed for 5 hours using a steam trap. The reaction mixture is evaporated in vacuo and vacuum distillation of the residue yields the 1-(2'-methoxy-ethylidene-amino)-2,6-dimethylbenzene with a boiling point of 58°-61° C. at 0.1 Torr.

Workup

  1. temperaturethe mixture is refluxed for 5 hours
  2. customThe reaction mixture is evaporated in vacuo and vacuum distillation of the residue

Sources & evidence

ORD record
ord-ac35d23fece34a9ab27af84f0adde9f5
Source dataset
uspto-grants-1981_08
Patent number
US04283221

Reaction notes

Loading…