Propionic Acid → Anisole

HRID 372149Notes

Reaction equation

HRID 372149 reaction equation
[C:1]1([O:7][CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:9](O)(=[O:12])CC.[Na].[OH-].[K+].S([O-])([O-])(=O)=O.[C:22]([N+](C(C)(C)C)(C(C)(C)C)C(C)(C)C)(C)(C)[CH3:23].C([N+](C(C)(C)C)(C(C)(C)C)C(C)(C)C)(C)(C)C.S([O-])([O-])(=O)=O.C([P+](CC)(C(C)(C)C)C(C)(C)C)C.C([P+](C(C)(C)C)(C(C)(C)C)CC)C>[Cl-].C([P+](CC)(CC)CC)C.[Pt].O>[C:1]1([O:7][CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:8]([O:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[O:12][CH3:9])[CH2:22][CH3:23]

Participants

11

Reactant 6

HCID 1032Propionic AcidHCID 7519AnisoleHCID 14797Potassium HydroxideHCID 5360545SodiumHCID 20316125HCID 20316125, compoundHCID 86735710HCID 86735710, compound

Product 2

HCID 7519AnisoleHCID 13629102HCID 13629102, compound

Reagents, catalysts & solvents 3

HCID 23939PlatinumCatalystHCID 21863291Tetraethylphosphanium chlorideCatalystHCID 962WaterSolvent

Procedure

The treatment of anisole with propionic acid, sodium or potassium hydroxide, water and other phase transfer agents such as tetra-t-butylammonium sulfate, tetraethylphosphonium chloride, diethyldi-t-butylphosphonium sulfate, etc., in an electrochemical cell utilizing platinum anodes and stainless steel or graphite cathodes and utilizing electrical energy within the range hereinbefore set forth may produce similar results in the conversion of anisole to propoxyanisole.

Workup

  1. customhereinbefore set forth may produce similar

Sources & evidence

ORD record
ord-727b2482d36e478abf15a26d4c678235
Source dataset
uspto-grants-1978_05
Patent number
US04089757

Reaction notes

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