Ethyl Acetate → HCID 86736642, compound

HRID 1863192Notes

Reaction equation

HRID 1863192 reaction equation
[CH3:1][P:2]([CH2:12][C:13]([OH:15])=[O:14])([O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:3].[N+](=[CH2:18])=[N-].C(OCC)(=O)C>CCOCC>[CH3:1][P:2]([CH2:12][C:13]([O:15][CH3:18])=[O:14])([O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:3]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 9550DiazomethaneHCID 20392185HCID 20392185, compound

Product 1

HCID 86736642HCID 86736642, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of [methyl(phenylmethoxy)phosphinyl]acetic acid in ethyl acetate-ether is treated with an excess of diazomethane in ether and stirred for three hours. The excess diazomethane is destroyed by the addition of acetic acid. The solution is washed with sodium bicarbonate and brine, dried over magnesium sulfate, and evaporated to give an 87% yield of [methyl(phenylmethoxy)phosphinyl]acetic acid, methyl ester as a clear oil (TLC Rf =0.18 (ethyl acetate)).

Workup

  1. customThe excess diazomethane is destroyed by the addition of acetic acid
  2. washThe solution is washed with sodium bicarbonate and brine
  3. dry with materialdried over magnesium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-7de323d4fc2f4461b43fbf30ffe7592d
Source dataset
uspto-grants-1979_09
Patent number
US04168267

Reaction notes

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