Methoxymethyl isocyanate → HCID 13309449, compound

HRID 1981838Notes

Reaction equation

HRID 1981838 reaction equation
[CH3:1][P:2]([CH3:10])([CH:4]([OH:9])[C:5]([O:7][CH3:8])=[O:6])=[O:3].[CH3:11][O:12][CH2:13][N:14]=[C:15]=[O:16]>O1CCOCC1.C(N(CC)CC)C>[CH3:1][P:2]([CH3:10])([CH:4]([O:9][C:15](=[O:16])[NH:14][CH2:13][O:12][CH3:11])[C:5]([O:7][CH3:8])=[O:6])=[O:3]

Participants

5

Reactant 2

HCID 62609Methoxymethyl isocyanateHCID 13309444HCID 13309444, compound

Product 1

HCID 13309449HCID 13309449, compoundYield 103.2%

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 312751,4-DioxaneSolvent2×

Procedure

0.2 g of triethylamine is first added to a solution of 12.5 g (0.075 mol) of methyl 2-(dimethylphosphinoyl)-2-hydroxy-acetate in 50 ml of absolute dioxane, and 6.6 g (0.075 mol) of methoxymethyl isocyanate in 20 ml of absolute dioxane are then added dropwise. The mixture is stirred at 25° for 24 hours, the solvent is stripped off and the residue is recrystallized from diisopropyl ether/ethyl acetate. 19.6 g (98%) of the desired product of melting point 101° are obtained.

Workup

  1. additionare then added dropwise
  2. customthe residue is recrystallized from diisopropyl ether/ethyl acetate

Sources & evidence

ORD record
ord-b15134c5c21c43f7af322b1cf9602a04
Source dataset
uspto-grants-1986_06
Patent number
US04594098

Reaction notes

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