Acetic Anhydride → HCID 22097471, compound

HRID 1734563Notes

Reaction equation

HRID 1734563 reaction equation
[NH2:1][C:2]1([CH2:9][OH:10])[CH2:7][CH2:6][N:5]([CH3:8])[CH2:4][CH2:3]1.C(=O)([O-])[O-].[K+].[K+].[C:17](OC(=O)C)(=[O:19])[CH3:18].[OH-].[Na+]>CO>[C:17]([NH:1][C:2]1([CH2:9][OH:10])[CH2:7][CH2:6][N:5]([CH3:8])[CH2:4][CH2:3]1)(=[O:19])[CH3:18]

Participants

6

Reactant 4

HCID 7918Acetic AnhydrideHCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 152917354-amino-1-methyl-4-Piperidinemethanol

Product 1

HCID 22097471HCID 22097471, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-amino-4-hydroxymethyl-1-methylpiperidine (2.95 g, 0.02 mole), potassium carbonate (6.5 g, 0.047 mole) and acetic anhydride (8.5 g, 0.08 mole) in methanol were mixed at room temperature for two hours. Sodium hydroxide was added for neutralization and the solution extracted with chloroform. After evaporation the white solid obtained was crystallized with warm acetone affording 4-acetamido-4-hydroxymethyl-1-methylpiperidine (1.67 g, 0.009 mole, 45% yield).

Workup

  1. extractionthe solution extracted with chloroform
  2. customAfter evaporation the white solid
  3. customobtained
  4. customwas crystallized with warm acetone

Sources & evidence

ORD record
ord-4d278e1de90b4b549c4900f600486c92
Source dataset
uspto-grants-1996_07
Patent number
US05534520

Reaction notes

Loading…