3,4-Dimethylphenol → Ethyl 2-[2-nitro-3-(3,4-dimethylphenoxy)phenyl]acetate

HRID 2418331Notes

Reaction equation

HRID 2418331 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][CH2:15][CH3:16])=[O:13])([O-:3])=[O:2].[CH3:17][C:18]1[CH:19]=[C:20]([OH:25])[CH:21]=[CH:22][C:23]=1[CH3:24].C(=O)([O-])[O-].[K+].[K+]>>[N+:1]([C:4]1[C:9]([O:25][C:20]2[CH:21]=[CH:22][C:23]([CH3:24])=[C:18]([CH3:17])[CH:19]=2)=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])([O-:3])=[O:2]

Participants

4

Reactant 3

HCID 72493,4-DimethylphenolHCID 11430Potassium CarbonateHCID 20446267Ethyl 2-(3-chloro-2-nitrophenyl)acetate

Product 1

HCID 20446195Ethyl 2-[2-nitro-3-(3,4-dimethylphenoxy)phenyl]acetate

Procedure

A mixture of ethyl 2-(2-nitro-3-chlorophenyl)acetate (10 g), 3,4-dimethylphenol (5.5 g.), anhydrous potassium carbonate (8.5 g.) and cupric oxide (1 g.) was treated in a similar manner to the above to give the captioned compound (3.65 g.). bp 190° to 196° C./0.8 mmHg.

Workup

  1. additionwas treated in a similar manner to the above
  2. customto give the captioned compound (3.65 g.)

Sources & evidence

ORD record
ord-4ded4cc36fad4f36ada47044937c98ab
Source dataset
uspto-grants-1984_09
Patent number
US04472433

Reaction notes

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