Acetic Acid → HCID 18670115, compound

HRID 1059284Notes

Reaction equation

HRID 1059284 reaction equation
[CH3:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH:4]([CH3:8])[C:3]1=O.Cl.[CH3:11][NH2:12].[CH2:13]=[O:14].[C:15](O)(=O)C>>[CH3:1][C:2]12[C:13](=[O:14])[C:4]([CH3:8])([CH2:5][CH2:6][CH2:7]1)[CH2:3][N:12]([CH3:15])[CH2:11]2

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 712FormaldehydeHCID 177802,6-DimethylcyclohexanoneHCID 6364545Methylamine hydrochloride

Product 1

HCID 18670115HCID 18670115, compound

Conditions

Temperature
100 °C

Procedure

To 1 l of a solution of 25 g of 2,6-dimethylcyclohexanone in acetic acid were added 13.5 g of methylamine hydrochloride and 32.4 g of formalin (37% aqueous solution) and the resulting mixture was heated to 100° C. for 2 hours. After removing the solvent under reduced pressure, the obtained residue was distributed between ethyl acetate and an aqueous solution of potassium carbonate. The organic layer was extracted and dried over anhydrous sodium sulfate. Then the residue was purified by silica gel column chromatography (eluting with ethyl acetate/n-hexane) to thereby give 19 g of the title compound as a colorless oily substance.

Workup

  1. customAfter removing the solvent under reduced pressure
  2. extractionThe organic layer was extracted
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThen the residue was purified by silica gel column chromatography (eluting with ethyl acetate/n-hexane)

Sources & evidence

ORD record
ord-16f4c2ba6122425bb2b88d4ff66f3e77
Source dataset
uspto-grants-2003_02
Patent number
US06518423B1

Reaction notes

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