Acetyl chloride → N-(4-(1-Piperidinyl)phenyl)acetamide

HRID 1079394Notes

Reaction equation

HRID 1079394 reaction equation
Cl.Cl.[NH2:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)=[CH:6][CH:5]=1.C(N(CC)CC)C.[C:23](Cl)(=[O:25])[CH3:24]>O>[C:23]([NH:3][C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)=[CH:8][CH:9]=1)(=[O:25])[CH3:24]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 233669404-(Piperidin-1-yl)aniline dihydrochloride

Product 1

HCID 732499N-(4-(1-Piperidinyl)phenyl)acetamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of N-(4-aminophenyl)piperidine dihydrochloride (2.49 g) and triethylamine (5.6 g) in dichloroform (30 ml) was ice-cooled and to this was added dropwise acetyl chloride (1.42 ml). After stirred at room temperature for 30 minutes, water (10 ml) was added to the mixture and the organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off and then the residue was recrystallized from ethyl ether to obtain N(4-acetylaminophenyl)piperidine (2 g) as colorless crystals, m.p. 150°-152° C.

Workup

  1. temperaturecooled
  2. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  3. distillationThe solvent was distilled off
  4. customthe residue was recrystallized from ethyl ether

Sources & evidence

ORD record
ord-45b0e8bf45724a65aa6aa2fdba130a55
Source dataset
uspto-grants-1996_12
Patent number
US05580883

Reaction notes

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