HCID 22134223, compound → Methyl 3-ethylcyclopentane-1-carboxylate

HRID 81260Notes

Reaction equation

HRID 81260 reaction equation
[CH2:1]([CH:3]1[CH2:7][CH2:6][C:5]([C:8]([O:10][CH3:11])=[O:9])=[CH:4]1)[CH3:2]>CO.[Pd]>[CH2:1]([CH:3]1[CH2:7][CH2:6][CH:5]([C:8]([O:10][CH3:11])=[O:9])[CH2:4]1)[CH3:2]

Participants

4

Reactant 1

HCID 22134223HCID 22134223, compound

Product 1

HCID 20380553Methyl 3-ethylcyclopentane-1-carboxylate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a stirred solution of methyl 3-ethylcyclopent-1-enecarboxylate (1.60 g, 10.3 mmol) in methanol (15 mL) was added 10% Pd/C (100 mg), and the mixture was purged with hydrogen for 10 minutes. Then reaction mixture was then stirred at room temperature for 16 hours under a hydrogen atmosphere (balloon). The reaction mixture was then filtered through a pad of celite, and the filtrate was concentrated to dryness to afford methyl 3-ethylcyclopentanecarboxylate as a mixture of cis and trans isomers.

Workup

  1. customthe mixture was purged with hydrogen for 10 minutes
  2. customThen reaction mixture
  3. filtrationThe reaction mixture was then filtered through a pad of celite
  4. concentrationthe filtrate was concentrated to dryness

Sources & evidence

ORD record
ord-c3ab96cb571c4afab735f8874df2cb19
Source dataset
uspto-grants-2014_09
Patent number
US08846657B2

Reaction notes

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