Hydrochloric Acid → HCID 558090, compound

HRID 1112591Notes

Reaction equation

HRID 1112591 reaction equation
[CH:1]([N:3]1[CH2:8][CH2:7][CH2:6][CH2:5][CH:4]1OC)=O.Cl.COC=O.C([N:18]1[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1)=O.[OH-].[K+]>CO>[CH2:21]1[CH2:20][CH:19]2[CH:7]3[CH:1]([N:3]4[CH2:8][CH2:7][CH2:6][CH2:5][CH:4]4[N:18]2[CH2:23][CH2:22]1)[NH:3][CH2:4][CH2:5][CH2:6]3

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 7865Methyl formateHCID 14797Potassium HydroxideHCID 174291-PiperidinecarboxaldehydeHCID 27236672-Methoxy-1-formylpiperidine

Product 1

HCID 558090HCID 558090, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

28.6 g (0.2 mol) of 1-formyl-2-methoxypiperidine and 0.3 mol of methanolic HCl were refluxed for 4 hours. At atmospheric pressure in a boiling range of from 30° to 50° C. a mixture of formic acid methyl ester and methanol, which could be re-used for the preparation of 1-formyl-piperidine, was distilled off. The distillation residue was added dropwise to a solution of 21.7 g of KOH (85% strength, 0.33 mol) in methanol and the whole was refluxed for 4 hours. Working up as described in Example 4 yielded 13.3 g (80.1% of the theory) of isotripiperidein melting at 87°-91° C.

Workup

  1. distillationwas distilled off
  2. temperaturethe whole was refluxed for 4 hours

Sources & evidence

ORD record
ord-f5b6c371913c42b2a5132cd35e8075a9
Source dataset
uspto-grants-1978_10
Patent number
US04123434

Reaction notes

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