Potassium Carbonate → Ethyl 2-[3-(2-nitrophenoxy)phenoxy]propionate

HRID 1609260Notes

Reaction equation

HRID 1609260 reaction equation
[N+:1]([C:4]1[CH:17]=[CH:16][CH:15]=[CH:14][C:5]=1[O:6][C:7]1[CH:8]=[C:9]([OH:13])[CH:10]=[CH:11][CH:12]=1)([O-:3])=[O:2].Br[CH:19]([CH3:25])[C:20]([O:22][CH2:23][CH3:24])=[O:21].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[N+:1]([C:4]1[CH:17]=[CH:16][CH:15]=[CH:14][C:5]=1[O:6][C:7]1[CH:8]=[C:9]([CH:10]=[CH:11][CH:12]=1)[O:13][CH:19]([CH3:25])[C:20]([O:22][CH2:23][CH3:24])=[O:21])([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 79040Ethyl 2-bromopropionateHCID 125886933-(2-Nitrophenoxy)phenol

Product 1

HCID 20084526Ethyl 2-[3-(2-nitrophenoxy)phenoxy]propionateYield 101.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

In 120 ml of acetone were dissolved 8.0 g of 3-(2-nitrophenoxy)phenol and 7.5 g of ethyl 2-bromopropionate followed by addition of 7.2 g of potassium carbonate. The mixture was refluxed for 5 hours and, after cooling, the insoluble matter was filtered off. The filtrate was concentrated to give 11.6 g of the title compound as a light brown oil.

Workup

  1. temperatureThe mixture was refluxed for 5 hours
  2. temperatureafter cooling
  3. filtrationthe insoluble matter was filtered off
  4. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-0971f6ca9b15434b9dd4136ee6ca352c
Source dataset
uspto-grants-1995_03
Patent number
US05399703

Reaction notes

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