Methanol → 1-(2-Methoxypiperidin-1-yl)ethan-1-one

HRID 26349

Reaction equation

HRID 26349 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1)(=[O:3])[CH3:2].[CH3:10][OH:11]>F[P-](F)(F)(F)(F)F.C([N+](CCC)(CCC)CCC)CC>[C:1]([N:4]1[CH2:9][CH2:8][CH2:7][CH2:6][CH:5]1[O:11][CH3:10])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 887MethanolHCID 120581-Acetylpiperidine2×

Product 1

HCID 126800851-(2-Methoxypiperidin-1-yl)ethan-1-oneYield 80.5%

Reagents, catalysts & solvents 1

HCID 82922Tetrapropylammonium hexafluorophosphateCatalyst

Procedure

In the same manner as indicated in Example 6 there are electrolyzed 21.6 g of N-acetylpiperidine and 54.4 g of methanol in the presence of 0.56 g of tetra-n-propylammonium hexafluorophosphate as conducting salt. After throughput of 2.0 Faraday per mol of N-acetylpiperidine the current is switched off. The calculated mean cell voltage is 28.7 volts. Work-up of the electrolysis solution by molecular distillation gives 21.5 g of 1-acetyl-2-methoxypiperidine, which corresponds to a product yield of 80.5% and a current efficiency of 80.5%.

Workup

  1. distillationWork-up of the electrolysis solution by molecular distillation

Sources & evidence

ORD record
ord-d4e4ddb4211e4005a7b534434561d730
Source dataset
uspto-grants-1979_04
Patent number
US04149941

Linked notes

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