N-(1-Benzyl-4-methylpiperidin-4-yl)acetamide → 1-Benzyl-4-methylpiperidin-4-amine

HRID 399558Notes

Reaction equation

HRID 399558 reaction equation
C([NH:4][C:5]1([CH3:18])[CH2:10][CH2:9][N:8]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:7][CH2:6]1)(=O)C>Cl>[NH2:4][C:5]1([CH3:18])[CH2:10][CH2:9][N:8]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:7][CH2:6]1

Participants

3

Reactant 1

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

Product 1

HCID 221467251-Benzyl-4-methylpiperidin-4-amine

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

39.4 g of 4-acetylamino-1-benzyl-4-methylpiperidine are heated to boiling in 400 ml of concentrated hydrochloric acid for 3 days. After evaporation to half the volume in a rotary evaporator, the pH is adjusted to 12 with 50% strength sodium hydroxide solution while cooling. The mixture is extracted three times with methylene chloride. The combined organic phases are then dried over sodium sulphate, and the solvent is distilled off in a rotary evaporator. The residue is employed without further purification in the next reaction.

Workup

  1. customAfter evaporation to half the volume
  2. customin a rotary evaporator
  3. temperaturewhile cooling
  4. extractionThe mixture is extracted three times with methylene chloride
  5. dry with materialThe combined organic phases are then dried over sodium sulphate
  6. distillationthe solvent is distilled off in a rotary evaporator
  7. customThe residue is employed without further purification in the next reaction

Sources & evidence

ORD record
ord-428372895b7a4346aac570d2086e6565
Source dataset
uspto-grants-1998_10
Patent number
US05821240

Reaction notes

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