Sodium Hydroxide → 3-(Pyridin-4-yl)butanoic acid

HRID 2055327Notes

Reaction equation

HRID 2055327 reaction equation
[OH-].[Na+].[CH3:3][CH:4]([C:11]1[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=1)[CH2:5][C:6]([O:8]CC)=[O:7]>CO.O>[CH3:3][CH:4]([C:11]1[CH:12]=[CH:13][N:14]=[CH:15][CH:16]=1)[CH2:5][C:6]([OH:8])=[O:7]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 22277801Ethyl 3-(pyridin-4-yl)butanoate

Product 1

HCID 51859043-(Pyridin-4-yl)butanoic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Sodium hydroxide (0.19 g, 4.8 mmol) was added to a solution of ethyl 3-methyl-3-pyridin-4-ylpropanoate (Method 8; 0.501 g, 2.6 mmol) in MeOH (10 ml) and water (5 ml). The mixture was stirred at room temperature for 18 hours. The solvent was removed in vacuc and the residue shaken with 1 M hydrochloric acid (4.8 ml). The solvent was removed in vacuo to leave a colourless solid. M/z′164 (M-H)−.

Workup

  1. customThe solvent was removed in vacuc
  2. stirringthe residue shaken with 1 M hydrochloric acid (4.8 ml)
  3. customThe solvent was removed in vacuo
  4. customto leave a colourless solid

Sources & evidence

ORD record
ord-5a041dda89f346ea97fe44f785edbc6d
Source dataset
uspto-grants-2008_02
Patent number
US07332492B2

Reaction notes

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