Potassium Carbonate → methoxycarbonylmethyl P-ethyl-2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenylphosphinate

HRID 1284426Notes

Reaction equation

HRID 1284426 reaction equation
[CH2:1]([P:3]([C:6]1[CH:11]=[C:10]([O:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][C:14]=2[Cl:23])[CH:9]=[CH:8][C:7]=1[N+:24]([O-:26])=[O:25])(=[O:5])[OH:4])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Br[CH2:34][C:35]([O:37][CH3:38])=[O:36]>CC(=O)CC>[CH2:1]([P:3]([C:6]1[CH:11]=[C:10]([O:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:20])([F:22])[F:21])=[CH:15][C:14]=2[Cl:23])[CH:9]=[CH:8][C:7]=1[N+:24]([O-:26])=[O:25])(=[O:4])[O:5][CH2:34][C:35]([O:37][CH3:38])=[O:36])[CH3:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 60984Methyl bromoacetateHCID 15589803P-ethyl-2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenylphosphinic acid

Product 1

HCID 53777321methoxycarbonylmethyl P-ethyl-2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenylphosphinate

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture of P-ethyl-2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenylphosphinic acid (500 mg), potassium carbonate (300 mg) and methyl bromoacetate (400 mg) in 2-butanone (10 ml) is heated under reflux for 1 hour. The reaction is filtered and concentrated, and the crude product is purified by prep. TLC to yield methoxycarbonylmethyl P-ethyl-2-nitro-5-(2-chloro-4-trifluoromethylphenoxy)phenylphosphinate.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 1 hour
  3. filtrationThe reaction is filtered
  4. concentrationconcentrated
  5. customthe crude product is purified by prep

Sources & evidence

ORD record
ord-ff2bea87e2064caaabc25bd64bc220ac
Source dataset
uspto-grants-1986_01
Patent number
US04563310

Reaction notes

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