HCID 54494287, compound → HCID 54354617, compound

HRID 2398290Notes

Reaction equation

HRID 2398290 reaction equation
[CH2:1]([O:3][C:4](=[O:24])[CH:5]=[C:6]1[CH2:11][CH2:10][N:9]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH2:8][CH:7]1[CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH3:2]>C(OCC)(=O)C.[Pd]>[CH2:1]([O:3][C:4](=[O:24])[CH2:5][CH:6]1[CH2:11][CH2:10][N:9]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH2:8][CH:7]1[CH2:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)[CH3:2]

Participants

4

Reactant 1

HCID 54494287HCID 54494287, compound

Product 1

HCID 54354617HCID 54354617, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 114 g of 1-ethoxycarbonyl-3-benzyl-4-piperidylidene-acetic acid ethyl ester in 120 cc of ethyl acetate is hydrogenated in the presence of 15 g of 10% palladium on charcoal at 11 atmospheres and at a temperature of 50° for 18 hours. After removing the catalyst, the solvent is evaporated at reduced pressure. The 1-ethoxycarbonyl-3-benzyl-4-piperidine-acetic acid ethyl ester (mixture of isomers) obtained as residue, is used for the next reaction step without purification.

Workup

  1. customAfter removing the catalyst
  2. customthe solvent is evaporated at reduced pressure

Sources & evidence

ORD record
ord-b9bef7c277f149998b7e0ecf99b376b8
Source dataset
uspto-grants-1977_05
Patent number
US04024265

Reaction notes

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