Sodium Hydroxide → 2-[3-(2-Nitrophenoxy)phenoxy]propionic acid

HRID 1609261Notes

Reaction equation

HRID 1609261 reaction equation
[N+:1]([C:4]1[CH:24]=[CH:23][CH:22]=[CH:21][C:5]=1[O:6][C:7]1[CH:8]=[C:9]([CH:18]=[CH:19][CH:20]=1)[O:10][CH:11]([CH3:17])[C:12]([O:14]CC)=[O:13])([O-:3])=[O:2].[OH-].[Na+]>C(O)C.O>[N+:1]([C:4]1[CH:24]=[CH:23][CH:22]=[CH:21][C:5]=1[O:6][C:7]1[CH:8]=[C:9]([CH:18]=[CH:19][CH:20]=1)[O:10][CH:11]([CH3:17])[C:12]([OH:14])=[O:13])([O-:3])=[O:2]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 20084526Ethyl 2-[3-(2-nitrophenoxy)phenoxy]propionate

Product 1

HCID 200844942-[3-(2-Nitrophenoxy)phenoxy]propionic acidYield 101.1%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

In 100 ml of ethanol was dissolved 6.7 g of ethyl 2-[3-(2-nitrophenoxy)phenoxy]propionate followed by addition of a solution of 1.6 g of sodium hydroxide in 10 ml of water, and the mixture was stirred at room temperature for 1 hour. The ethanol was then distilled off and the residue was diluted with water, acidified with hydrochloric acid and extracted with chloroform. The chloroform layer was dried and concentrated to give 6.2 g of the title compound as a light yellow oil.

Workup

  1. distillationThe ethanol was then distilled off
  2. additionthe residue was diluted with water
  3. extractionextracted with chloroform
  4. dry with materialThe chloroform layer was dried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-ce4053eac230407b8fb055ca9dccf358
Source dataset
uspto-grants-1995_03
Patent number
US05399703

Reaction notes

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