4-Chlorophenol → 2-[2-Nitro-3-(4-chlorophenoxy)phenyl]acetic acid

HRID 2418324Notes

Reaction equation

HRID 2418324 reaction equation
[N+:1]([C:4]1[C:9](Cl)=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:11][C:12]([O:14]CC)=[O:13])([O-:3])=[O:2].[Cl:17][C:18]1[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=1.C(=O)([O-])[O-].[K+].[K+]>>[N+:1]([C:4]1[C:9]([O:24][C:21]2[CH:22]=[CH:23][C:18]([Cl:17])=[CH:19][CH:20]=2)=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:11][C:12]([OH:14])=[O:13])([O-:3])=[O:2]

Participants

4

Reactant 3

HCID 46844-ChlorophenolHCID 11430Potassium CarbonateHCID 20446267Ethyl 2-(3-chloro-2-nitrophenyl)acetate

Product 1

HCID 204461932-[2-Nitro-3-(4-chlorophenoxy)phenyl]acetic acidYield 54.6%

Procedure

A mixture of ethyl 2-(2-nitro-3-chlorophenyl)acetate (10 g.), 4-chlorophenol (7.8 g.), anhydrous potassium carbonate (8.5 g.) and cupric oxide (3 g.) was treated in a similar manner to the above Preparations to give 2-[2-nitro-3-(4-chlorophenoxy)phenyl]acetic acid (6.9 g.). mp 167° to 170° C.

Workup

  1. additionwas treated in a similar manner to the above Preparations

Sources & evidence

ORD record
ord-a4144ec4f83747db8147823d1b4faf82
Source dataset
uspto-grants-1984_09
Patent number
US04472433

Reaction notes

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