Phenol → Benzyl Phenyl Ether

HRID 1491973Notes

Reaction equation

HRID 1491973 reaction equation
[C:1]1(O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2-].[Na+].[OH-].[Na+].[O-2].[Ba+2].[H-].[Na+].CN(C)[CH:18]=[O:19]>[Ag]=O.O1CCCC1.CS(C)=O.CCOCC.C(N(CC)CC)C>[C:1]1([O:19][CH2:18][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

12

Reactant 6

HCID 996PhenolHCID 6228DimethylformamideHCID 14798Sodium HydroxideHCID 24533Sodium amideHCID 24758Sodium hydrideHCID 9855530Barium Oxide Nanoparticle Dispersion

Product 1

HCID 70352Benzyl Phenyl Ether

Reagents, catalysts & solvents 5

HCID 92152Silver(II) oxideCatalystHCID 679Dimethyl SulfoxideSolventHCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolventHCID 8471TriethylamineSolvent

Procedure

In Scheme 3, the starting phenol is reacted with a benzyl halide in the presence of a base (e.g. sodium amide, triethylamine, sodium hydroxide, barium oxide, silver oxide, sodium hydride) in an inert solvent (e.g. ether, dimethylsulfoxide, dimethylformamide, tetrahydrofuran) to give a benzyl phenyl ether, which is an example of the derivative of the alkoxyiminocarboxylic acid (V).

Sources & evidence

ORD record
ord-ca0bee91e9eb4d229b374d2ca0884965
Source dataset
uspto-grants-1994_12
Patent number
US05371222

Reaction notes

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