Methanol → 2-Methoxy-1-formylpiperidine

HRID 1995268Notes

Reaction equation

HRID 1995268 reaction equation
[CH:1]([N:3]1[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1)=[O:2].[CH3:9][OH:10]>F[B-](F)(F)F.C[N+](C)(C)C>[CH:1]([N:3]1[CH2:8][CH2:7][CH2:6][CH2:5][CH:4]1[O:10][CH3:9])=[O:2]

Participants

4

Reactant 2

HCID 887MethanolHCID 174291-Piperidinecarboxaldehyde

Product 1

HCID 27236672-Methoxy-1-formylpiperidineYield 94.2%

Reagents, catalysts & solvents 1

HCID 12621Tetramethylammonium tetrafluoroborateCatalyst

Procedure

In the flow apparatus with cell as described in Example 1 a mixture of 4,800 g of 1-formylpiperidine, 13,600 g of methanol and 68 g of tetramethylammonium tetrafluoroborate was electrolyzed at 27.5 A, 42 volts and 25° C. for 27 hours and 33 minutes (corresponding to 2,273 Ahr). After distillative work up, 5,720 g of 1-formyl-2-methoxypiperidine were isolated, corresponding to a current efficiency of 86.9%.

Workup

  1. custom42 volts and 25° C.
  2. customfor 27 hours
  3. custom33 minutes (corresponding to 2,273 Ahr)

Sources & evidence

ORD record
ord-0ed94e30def349f2881d12c93d943c98
Source dataset
uspto-grants-1983_09
Patent number
US04404082

Reaction notes

Loading…