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

HRID 2260017Notes

Reaction equation

HRID 2260017 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, Vol. 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-565f4741cddc4b00b7c14f781f340e09
Source dataset
uspto-grants-1995_12
Patent number
US05475149

Reaction notes

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