Acetic Anhydride → HCID 22097471, compound

HRID 1458760Notes

Reaction equation

HRID 1458760 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-3c0022d4c18c4b9e839cea091fd3c895
Source dataset
uspto-grants-1998_12
Patent number
US05852029

Reaction notes

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