Iodoethane → 1-ethyl-3-methoxy-2(1H)-pyridone

HRID 1076828Notes

Reaction equation

HRID 1076828 reaction equation
[CH3:1][O:2][C:3]1[C:4](=[O:9])[NH:5][CH:6]=[CH:7][CH:8]=1.[OH-].[K+].[CH2:12](I)[CH3:13]>C(O)C>[CH2:12]([N:5]1[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[C:4]1=[O:9])[CH3:13]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 14797Potassium HydroxideHCID 887313-Methoxy-2-pyridone

Product 1

HCID 108445811-ethyl-3-methoxy-2(1H)-pyridone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3-methoxy-2(1H)-pyridone (12.5 g., 0.10 moles), potassium hydroxide (8.0 g., 0.12 moles) and ethyl iodide (31.2 g., 0.02 moles) in 200 ml. ethanol is heated at reflux for 4 hours. Proceeding as previous preparations affords 1-ethyl-3-methoxy-2(1H)-pyridone as a clear yellow oil (14.1 g., 92%).

Workup

  1. temperatureat reflux for 4 hours

Sources & evidence

ORD record
ord-9928553e69844efab55cd575ba587291
Source dataset
uspto-grants-1976_05
Patent number
US03957997

Reaction notes

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