Sodium Bicarbonate → HCID 23389344, compound

HRID 2176901Notes

Reaction equation

HRID 2176901 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][CH:8](C(C(OCC)=O)C(OCC)=O)[CH3:9])[CH:2]=1.[C:21](=[O:24])(O)[O-:22].[Na+]>Cl>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][CH:8]([CH3:9])[C:21]([OH:22])=[O:24])[CH:2]=1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 67382967HCID 67382967, compound

Product 1

HCID 23389344HCID 23389344, compoundYield 46.4%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Diethyl 2-(1-(pyridin-3-yl)propan-2-yl)malonate (2.00 g, 7.55 mmol) was refluxed in conc. HCl (30 ml) for 16 h. The reaction mixture was neutralized using solid sodium bicarbonate (pH˜7) and extracted with ethyl acetate. The combined ethyl acetate layer was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to afford 580 mg (46.4%) of 2-((pyridin-3-yl)methyl)propanoic acid as a brown semi solid.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe combined ethyl acetate layer was washed with brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-2522b595aca44713a5ee6c04183666d5
Source dataset
uspto-grants-2015_06
Patent number
US09067888B2

Reaction notes

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