Potassium Hydroxide → HCID 53401842, compound

HRID 868347Notes

Reaction equation

HRID 868347 reaction equation
Cl[CH:2]([CH2:7][C:8]1[CH:9]=[N:10][C:11]([O:14][CH3:15])=[CH:12][CH:13]=1)[C:3]([O:5]C)=[O:4].[OH-].[K+]>C(O)C>[CH3:15][O:14][C:11]1[N:10]=[CH:9][C:8]([CH:7]=[CH:2][C:3]([OH:5])=[O:4])=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 14444193Methyl α-chloro-6-methoxy-3-pyridinepropanoate

Product 1

HCID 53401842HCID 53401842, compoundYield 17.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4.5 g of methyl 2-chloro-3-(6-methoxy-3-pyridyl)propionate, 46 ml of 4N potassium hydroxide solution, and 46 ml of ethanol is refluxed for 2 hours and concentrated under reduced pressure. To the residue is added 30 ml of water, and the mixture is neutralized with acetic acid. The resulting precipitate is collected and recrystallized from isopropyl alcohol to give 0.63 g of the title compound, m.p. 177°-180° C.

Workup

  1. temperatureis refluxed for 2 hours
  2. concentrationconcentrated under reduced pressure
  3. additionTo the residue is added 30 ml of water
  4. customThe resulting precipitate is collected
  5. customrecrystallized from isopropyl alcohol

Sources & evidence

ORD record
ord-3012c92ed34b46ed99472fd8fe615a53
Source dataset
uspto-grants-1988_10
Patent number
US04778796

Reaction notes

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