O-Cresol → Ethyl 2-[2-nitro-3-(o-tolyloxy)phenyl]acetate

HRID 2418330Notes

Reaction equation

HRID 2418330 reaction equation
[C:1]1([CH3:8])[C:6]([OH:7])=[CH:5][CH:4]=[CH:3][CH:2]=1.[N+:9]([C:12]1[C:17](Cl)=[CH:16][CH:15]=[CH:14][C:13]=1[CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])([O-:11])=[O:10].C(=O)([O-])[O-].[K+].[K+]>>[N+:9]([C:12]1[C:17]([O:7][C:6]2[CH:5]=[CH:4][CH:3]=[CH:2][C:1]=2[CH3:8])=[CH:16][CH:15]=[CH:14][C:13]=1[CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])([O-:11])=[O:10]

Participants

4

Reactant 3

HCID 335O-CresolHCID 11430Potassium CarbonateHCID 20446267Ethyl 2-(3-chloro-2-nitrophenyl)acetate

Product 1

HCID 20446169Ethyl 2-[2-nitro-3-(o-tolyloxy)phenyl]acetate

Procedure

A mixture of o-cresol (4.9 g.), ethyl 2-(2-nitro-3-chlorophenyl)acetate (10.0 g.), potassium carbonate (8.5 g.) and cupric oxide (1 g.) was treated in a similar manner to the above to give the captioned compound (3.4 g.). bp 173° to 176° C./0.2 to 0.4 mmHg.

Workup

  1. additionwas treated in a similar manner to the above
  2. customto give the captioned compound (3.4 g.)

Sources & evidence

ORD record
ord-2e0d45d2d0b74b37984961749dd7cdab
Source dataset
uspto-grants-1984_09
Patent number
US04472433

Reaction notes

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