3-Hydroxy-1-methylpiperidin-2-one → 1-Methylpiperidine-2,3-dione

HRID 1398524Notes

Reaction equation

HRID 1398524 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][CH2:5][N:4]([CH3:8])[C:3]1=[O:9]>CC(C)=O>[CH3:8][N:4]1[CH2:5][CH2:6][CH2:7][C:2](=[O:1])[C:3]1=[O:9]

Participants

3

Reactant 1

HCID 144568943-Hydroxy-1-methylpiperidin-2-one

Product 1

HCID 126685381-Methylpiperidine-2,3-dioneYield 22.8%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 3-hydroxy-1-methylpiperidin-2-one (1 g, 7.59 mmol) in acetone (50 mL) was added Jones-reagent (2 mL) dropwise at room temperature. The resulting solution was stirred for 10 min at room temperature. The solid material was removed by filtration. The filtrate was concentrated in vacuo at 30-40° C. The residue was dissolved in DCM (50 mL), dried over anhydrous sodium sulfate and concentrated in vacuo to afford the title compound (220 mg, 11%) which was used in next step immediately without further purification.

Workup

  1. customThe solid material was removed by filtration
  2. concentrationThe filtrate was concentrated in vacuo at 30-40° C
  3. dissolutionThe residue was dissolved in DCM (50 mL)
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-308f8ff7226d40c1855d94c7c009a4fb
Source dataset
uspto-grants-2014_12
Patent number
US08901313B2

Reaction notes

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