Phenol → Benzyl Phenyl Ether

HRID 2081623Notes

Reaction equation

HRID 2081623 reaction equation
[C:1]1(O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2-].[Na+].[Na].[O-2].[Ba+2].[H-].[Na+].CN(C)[CH:17]=[O:18]>[Ag]=O.O1CCCC1.CS(C)=O.CCOCC.C(N(CC)CC)C>[C:1]1([O:18][CH2:17][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 24533Sodium amideHCID 24758Sodium hydrideHCID 5360545SodiumHCID 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 hydroxyde, 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-53e410c3bee248e2a97c1ecc75e224f0
Source dataset
uspto-grants-1993_02
Patent number
US05185342

Reaction notes

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