HCID 17925871, compound → 4-CarboxyMethyl-cyclohexanecarboxylic acid ethyl ester

HRID 410030Notes

Reaction equation

HRID 410030 reaction equation
[CH2:1]([O:3][C:4]([CH:6]1[CH2:11][CH2:10][C:9](=[CH:12][C:13]([OH:15])=[O:14])[CH2:8][CH2:7]1)=[O:5])[CH3:2]>CCO.[Pd]>[CH2:1]([O:3][C:4]([CH:6]1[CH2:11][CH2:10][CH:9]([CH2:12][C:13]([OH:15])=[O:14])[CH2:8][CH2:7]1)=[O:5])[CH3:2]

Participants

4

Reactant 1

HCID 17925871HCID 17925871, compound

Product 1

HCID 158961924-CarboxyMethyl-cyclohexanecarboxylic acid ethyl esterYield 42%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 2-(4-(ethoxycarbonyl)cyclohexylidene)acetic acid (6.0 g, 28.3 mmol) in EtOH (50 ml) was slowly added 10% Pd/C (306 mg). The solution was hydrogenated overnight. The catalyst was filtered off. The filtrate was concentrated in vacuo to afford 2.5 g of product as colorless oil (42%).

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-884459c38d28486abf5c93ec89e88205
Source dataset
uspto-grants-2014_06
Patent number
US08759548B2

Reaction notes

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