Acetic acid, 2-oxo-, methyl ester → HCID 13309444, compound

HRID 1981835Notes

Reaction equation

HRID 1981835 reaction equation
[C:1]([O:5][CH3:6])(=[O:4])[CH:2]=[O:3].[CH3:7][PH:8](=[O:10])[CH3:9].C[O-].[Na+]>O1CCOCC1.C(OCC)(=O)C>[CH3:7][P:8]([CH3:9])([CH:2]([OH:3])[C:1]([O:5][CH3:6])=[O:4])=[O:10]

Participants

6

Reactant 3

HCID 70205Acetic acid, 2-oxo-, methyl esterHCID 10942334Sodium MethoxideHCID 178503022methylphosphonoylmethane

Product 1

HCID 13309444HCID 13309444, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent3×

Conditions

Temperature
25 °C

Procedure

A solution of 17.6 g (0.2 mol) of methyl glyoxylate in 30 ml of dioxane is added dropwise to a solution of 15.6 g (0.2 mol) of dimethylphosphine oxide in 50 ml of dioxane. A spatula-tip of sodium methylate is added, the mixture is stirred at 25° C. for 24 hours and the evaporated residue is freed from adhering dioxane under a high vacuum and taken up in ethyl acetate to give, after trituration, 16.4 g (49.4%) of colorless product of melting point 84°-86°.

Workup

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Sources & evidence

ORD record
ord-b704957188f2486885126773886bd96a
Source dataset
uspto-grants-1986_06
Patent number
US04594098

Reaction notes

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