Acetic Anhydride → HCID 21409904, compound

HRID 1283537Notes

Reaction equation

HRID 1283537 reaction equation
[CH3:1][NH:2][CH2:3][C:4]1([N:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1.[C:16](OC(=O)C)(=[O:18])[CH3:17]>>[CH3:1][N:2]([CH2:3][C:4]1([N:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1)[C:16](=[O:18])[CH3:17]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 21409890N-Methyl-1-[1-(piperidin-1-yl)cyclohexyl]methanamine

Product 1

HCID 21409904HCID 21409904, compound

Procedure

A mixture of 1-[1-[(methylamino)methyl]cyclohexyl]-piperidine (1.0 g., 0.005 mole) and acetic anhydride (10 ml) was heated on a steam-bath for 30 mins. The solution was evaporated to dryness and water (5 ml) was added to the residue. A saturated solution of sodium carbonate (10 ml) was added and the alkaline solution was extracted with chloroform (50 ml × 3) and dried (anhyd. Na2SO4). The chloroform solution was evaporated to dryness and the oily residue re-evaporated with ether. This was dissolved in petroleum ether (60°-80°C), treated with decol. charcoal, and filtered (hyflo). The combined filtrates were evaporated to dryness to give N-methyl-N-[(piperidino cyclohexyl)methyl]acetamide (1.3 g.).

Workup

  1. temperaturewas heated on a steam-bath for 30 mins
  2. customThe solution was evaporated to dryness and water (5 ml)
  3. additionwas added to the residue
  4. additionA saturated solution of sodium carbonate (10 ml) was added
  5. extractionthe alkaline solution was extracted with chloroform (50 ml × 3)
  6. dry with materialdried (anhyd. Na2SO4)
  7. customThe chloroform solution was evaporated to dryness
  8. customthe oily residue re-evaporated with ether
  9. dissolutionThis was dissolved in petroleum ether (60°-80°C)
  10. additiontreated with decol
  11. filtrationcharcoal, and filtered (hyflo)
  12. customThe combined filtrates were evaporated to dryness

Sources & evidence

ORD record
ord-d3caae3fcb4647b69a3703f4c941c91c
Source dataset
uspto-grants-1976_08
Patent number
US03975443

Reaction notes

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