Water → N-cyclohexylidene-2,6-dimethoxy-4-methylaniline

HRID 2917

Reaction equation

HRID 2917 reaction equation
[CH3:1][O:2][C:3]1[CH:9]=[C:8]([CH3:10])[CH:7]=[C:6]([O:11][CH3:12])[C:4]=1[NH2:5].[C:13]1(=O)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1.O>C1(C)C=CC=CC=1>[C:13]1(=[N:5][C:4]2[C:6]([O:11][CH3:12])=[CH:7][C:8]([CH3:10])=[CH:9][C:3]=2[O:2][CH3:1])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1

Participants

5

Reactant 3

HCID 962WaterHCID 7967CyclohexanoneHCID 124090902,6-Dimethoxy-4-methylaniline

Product 1

HCID 18936522N-cyclohexylidene-2,6-dimethoxy-4-methylaniline

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

4.2 g of 2,6-dimethoxy-4-methylaniline are dissolved in 50 ml of toluene, 2.45 g of cyclohexanone are then added and the reaction mixture is heated at reflux for 18 hours. The water which is formed is removed as it is formed in the reaction mixture using a Dean and Stark apparatus. The toluene is evaporated and the oily N-cyclohexylidene-2,6-dimethoxy-4-methylaniline residue obtained is used without addition of purification in the following stage.

Workup

  1. temperaturethe reaction mixture is heated
  2. temperatureat reflux for 18 hours
  3. customis removed as it
  4. customis formed in the reaction mixture
  5. customThe toluene is evaporated

Sources & evidence

ORD record
ord-7722dbce85914723bdf979fd6d719ccd
Source dataset
uspto-grants-1998_03
Patent number
US05731340

Linked notes

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