Hydrochloric Acid → 4-Pyridinebutanoic acid

HRID 1597636Notes

Reaction equation

HRID 1597636 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][CH2:8][CH2:9][C:10]([O:12]C)=[O:11])=[CH:3][CH:2]=1.[OH-].[Na+].Cl>CO>[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11])=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 12114953Methyl 4-(Pyridin-4-yl)butanoate

Product 1

HCID 31596254-Pyridinebutanoic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of ester 10-4 (10.0 g, 56 mmol), 1N NaOH (84 ml, 84 mmole) and CH3OH (200 ml) was stirred at ambient temperature for 1.0 h. Concentrated HCl (7.0 ml, 84 mmol) was added followed by concentration. The residue was dissolved in CHCl3, dried (MgSO4) and concentrated to give acid 10-5 as a yellow solid.

Workup

  1. concentrationfollowed by concentration
  2. dissolutionThe residue was dissolved in CHCl3
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-c5d90415330541a9b25a880b38079071
Source dataset
uspto-grants-2001_09
Patent number
US06294549B1

Reaction notes

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