HCID 53658584, compound → HCID 68327758, compound

HRID 2281271Notes

Reaction equation

HRID 2281271 reaction equation
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[C:3](=[CH:9][C:10]([O:12][CH3:13])=[O:11])[CH2:2]2>CCO.[Pd]>[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]([CH2:9][C:10]([O:12][CH3:13])=[O:11])[CH2:2]2

Participants

4

Reactant 1

HCID 53658584HCID 53658584, compound

Product 1

HCID 68327758HCID 68327758, compoundYield 86.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of methyl 2-(quinuclidin-3-ylidene)acetate (70 mg, 0.38 mmol) and Pd/C (100 mg, 20% w/w) in EtOH (10 mL) was stirred under H2 (20 psi) at room temperature for 18 h. The reaction solution was filtered through Celite and the filtrate was concentrated under reduced pressure to afford crude methyl 2-(quinuclidin-3-yl)acetate (60 mg, 85%), which was used with purification in the next step.

Workup

  1. filtrationThe reaction solution was filtered through Celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-a9521424bd704126b552297873806603
Source dataset
uspto-grants-2015_09
Patent number
US09139580B2

Reaction notes

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