Phenol → Benzene, 4-chloro-1-nitro-2-phenoxy-

HRID 2081833Notes

Reaction equation

HRID 2081833 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[C:12]1([OH:18])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>[OH-].[K+]>[Cl:8][C:6]1[CH:5]=[CH:4][C:3]([N+:9]([O-:11])=[O:10])=[C:2]([O:18][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:7]=1

Participants

4

Reactant 2

HCID 996PhenolHCID 118992,4-Dichloronitrobenzene

Product 1

HCID 12290044Benzene, 4-chloro-1-nitro-2-phenoxy-

Reagents, catalysts & solvents 1

HCID 14797Potassium HydroxideSolvent

Procedure

Aryl ethers have been formed by reacting aryl halides with phenols under various conditions. Roberts and Turner disclose (J. Chem. Soc., 1925, 127, p. 2004) that 2,4-dichloronitrobenzene reacts with phenol in aqueous KOH, at 100° C., to give a quantitative yield of 4-chloro-2-phenoxynitrobenzene.

Sources & evidence

ORD record
ord-e3603f098c944935bd32cbf607d2af6f
Source dataset
uspto-grants-1993_02
Patent number
US05185471

Reaction notes

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