Hydrochloric Acid → 1-Benzyl-4-methylpiperidin-4-amine

HRID 456743Notes

Reaction equation

HRID 456743 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]([NH:15]C(=O)C)([CH3:14])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>>[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]([CH3:14])([NH2:15])[CH2:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 21472469N-(1-Benzyl-4-methylpiperidin-4-yl)acetamide

Product 1

HCID 221467251-Benzyl-4-methylpiperidin-4-amineYield 100%

Procedure

A mixture of N-(1-benzyl-4-methyl-4-piperidinyl)acetamide obtained in Example 10-2 (3.45 g) and conc. HCl (41 mL) was heated under reflux with stirring for 72 hrs. After cooling, the mixture was quenched by adding 3N potassium hydroxide solution, and the resulting solution (pH11) was extracted with chloroform. The organic layer was washed with brine, dried over MgSO4, and concentrated to give the title compound as a pale brown oil (2.86 g).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux
  3. temperatureAfter cooling
  4. customthe mixture was quenched
  5. additionby adding 3N potassium hydroxide solution
  6. extractionthe resulting solution (pH11) was extracted with chloroform
  7. washThe organic layer was washed with brine
  8. dry with materialdried over MgSO4
  9. concentrationconcentrated

Sources & evidence

ORD record
ord-13b9a379efaa49a4be83c134ec18a6cd
Source dataset
uspto-grants-2007_03
Patent number
US07186731B2

Reaction notes

Loading…