HCID 57654488, compound → (2-Chloropyridin-4-yl)acetic acid

HRID 2176923Notes

Reaction equation

HRID 2176923 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([CH:8](C(OCC)=O)[C:9]([O:11]CC)=[O:10])[CH:5]=[CH:4][N:3]=1>Cl>[Cl:1][C:2]1[CH:7]=[C:6]([CH2:8][C:9]([OH:11])=[O:10])[CH:5]=[CH:4][N:3]=1

Participants

3

Reactant 1

HCID 57654488HCID 57654488, compound

Product 1

HCID 24729521(2-Chloropyridin-4-yl)acetic acidYield 60.8%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of diethyl 2-(2-chloropyridin-4-yl)malonate (1.30 g, 4.79 mmol) in conc. HCl (15 ml) was refluxed for 18 h. The reaction mixture was cooled to room temperature, concentrated and co-distilled with toluene (2×20 ml) to afford the crude product. Purification by triturating with diethyl ether afforded 500 mg (57%) of 2-(2-chloropyridin-4-yl)acetic acid as a white solid.

Workup

  1. concentrationconcentrated
  2. customto afford the crude product
  3. customPurification
  4. customby triturating with diethyl ether

Sources & evidence

ORD record
ord-d960830cf3734a9ab0820d364fbdf00c
Source dataset
uspto-grants-2015_06
Patent number
US09067888B2

Reaction notes

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