HCID 53693026, compound → HCID 67858671, compound

HRID 981609Notes

Reaction equation

HRID 981609 reaction equation
[CH2:1]([O:3][C:4](=[O:17])[CH:5]=[C:6]1[CH2:11][CH2:10][N:9]([C:12]([O:14][CH3:15])=[O:13])[CH2:8][CH:7]1[CH3:16])[CH3:2].[H][H]>[Pd].C(O)C>[CH3:15][O:14][C:12]([N:9]1[CH2:10][CH2:11][C@H:6]([CH2:5][C:4]([O:3][CH2:1][CH3:2])=[O:17])[C@H:7]([CH3:16])[CH2:8]1)=[O:13]

Participants

5

Reactant 2

HCID 53693026HCID 53693026, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67858671HCID 67858671, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 56.9 parts of methyl 4-(2-ethoxy-2-oxoethylidene)-3-methyl-1-piperidinecarboxylate and 400 parts of ethanol was hydrogenated at normal pressure and at room temperature with 3 parts of palladium-on-charcoal. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated, yielding 57 parts (99%) of ethyl cis-1-(methoxycarbonyl)-3-methyl-4-piperidineacetate (int. 19).

Workup

  1. filtrationthe catalyst was filtered off
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-45b03d2a64ac44db850bab9e3c561b1e
Source dataset
uspto-grants-1991_02
Patent number
US04992433

Reaction notes

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