Phenol → HCID 21972794, compound

HRID 11803Notes

Reaction equation

HRID 11803 reaction equation
[C:1]([O-:4])([O-])=[O:2].[K+].[K+].[C:7]1(O)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C(#N)C>[CH3:11][CH2:12][CH2:7][CH2:8][CH2:9][CH3:10].[CH2:7]([CH2:12][C:1]([OH:4])=[O:2])[CH3:8]

Participants

4

Reactant 2

HCID 996PhenolHCID 11430Potassium Carbonate

Product 1

HCID 21972794HCID 21972794, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

O-methyl(ethyl) O-aryl chlorothiophosphate, which was obtained by reacting O-methyl(ethyl) dichlorothiophosphate with phenol, was reacted with aminocarboxylic acid to give a hapten for immunoassay of phosphorothioate pesticides: to 46 mmol of O-methyl(ethyl) dichlorothiophosphate (10) dissolved in 30 mL of acetonitrile was added 45 g of ground K2CO3 and 42 mmol of phenol (11) dissolved in 30 mL of acetonitrile, and the mixture was stirred for 1 hour at room temperature. Then, the reaction mixture was filtered with cellite, the solvent was evaporated from the filtrate, and the remnant was subject to silica-gel column chromatography equilibrated with benzene/hexane (1:1, v/v) or hexane/ethylacetic acid (10:1, v/v), to obtain oily compound of O-methyl(ethyl) O-aryl chlorothiophosphate (12).

Workup

  1. filtrationThen, the reaction mixture was filtered with cellite
  2. customthe solvent was evaporated from the filtrate

Sources & evidence

ORD record
ord-1b0ea0d9e5564b47bba4617ca3b34571
Source dataset
uspto-grants-2006_08
Patent number
US07098341B2

Reaction notes

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