2-Chlorophenol → HCID 20446211, compound

HRID 2418325Notes

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

Participants

Reactant 3

HCID 72452-Chlorophenol

HCID 19660Carbonate Ion

HCID 20446267Ethyl 2-(3-chloro-2-nitrophenyl)acetate

Product 1

HCID 20446211HCID 20446211, compoundYield 24.3%

Procedure

A mixture of ethyl 2-(2-nitro-3-chlorophenyl)acetate (15 g.), 2-chlorophenol (11.7 g.), anhydrous pottassium carbonate (12.8 g.) and cupric oxide (1.5 g.) was treated in a similar manner to the above Preparations to give 2-[2-nitro-3-(2-chlorophenoxy)phenyl]acetic acid (4.6 g.). mp 162° to 164° C. A mixture of thus obtained product, ethanol and a small amount of conc. sulfuric acid was treated in a similar manner to the above to give oily ethyl 2-[2-nitro-3-(2-chlorophenoxy)phenyl]acetate (5 g.).

Workup

additionwas treated in a similar manner to the above Preparations

Sources & evidence

ORD record: ord-18fb56ca9b0c463786980ab47ad239c3
Source dataset: uspto-grants-1984_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04472433

Reaction notes

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