2,6-Dimethylaniline → HCID 21783668, compound

HRID 2285924Notes

Reaction equation

HRID 2285924 reaction equation
[C:1]1(C)[CH:6]=CC(S(OCC=C)(=O)=O)=C[CH:2]=1.[CH3:15][C:16]1[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[C:17]=1[NH2:18]>O>[CH3:15][C:16]1[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[C:17]=1[NH:18][CH2:6][CH:1]=[CH2:2]

Participants

4

Reactant 2

HCID 68962,6-DimethylanilineHCID 78587Allyl p-toluenesulphonate

Product 1

HCID 21783668HCID 21783668, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Allyl p-toluenesulphonate (10.6 g, 0.05 mole) was heated with 2,6-dimethylaniline (6.0 g, 0.05 mole) in a steam bath for 2 hours, poured into water (100 ml), extracted into methylenedichloride (50 ml), dried (MgSO4), filtered, solvent evaporated and the product distilled to give 2,6-dimethylphenyl allylamine, identical with that in Route II. Subsequent steps were the same as for Route II.

Workup

  1. extractionextracted into methylenedichloride (50 ml)
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. customsolvent evaporated
  5. distillationthe product distilled

Sources & evidence

ORD record
ord-cf190104738f4aa4a567a40bd27310c7
Source dataset
uspto-grants-1982_04
Patent number
US04325966

Reaction notes

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