Water → 2-Chloro-4-ethoxypyridine
Reaction equation
[O-:1][CH2:2][CH3:3].[Na+].[Cl:5][C:6]1[CH:11]=[C:10](I)[CH:9]=[CH:8][N:7]=1.O>C(O)C>[Cl:5][C:6]1[CH:11]=[C:10]([O:1][CH2:2][CH3:3])[CH:9]=[CH:8][N:7]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
33 ml sodium ethoxide was added to 19.2 g 2-chloro-4-iodopyridine in 150 mL ethanol. The reaction was refluxed overnight. Then water was added and extracted with tert-butyl-methylether. The organic layer was evaporated and the residue cleanded by chromatography on silica gel (petrolether/EtOAC:9/1) to yield 5 g of the desired compound.
Workup
- temperatureThe reaction was refluxed overnight
- extractionextracted with tert-butyl-methylether
- customThe organic layer was evaporated
Sources & evidence
- ORD record
- ord-7e9bb253fda943609dc5924bd9ff0b20
- Source dataset
- uspto-grants-2014_11
- Patent number
- US08889677B2
Reaction notes
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