HCID 86756551, compound → HCID 22011772, compound

HRID 1532951Notes

Reaction equation

HRID 1532951 reaction equation
C[O:2][C:3](=[O:27])/[C:4](/[CH:10]([P:19]([O:24][CH2:25][CH3:26])([O:21][CH2:22][CH3:23])=[O:20])[P:11]([O:16][CH2:17][CH3:18])([O:13][CH2:14][CH3:15])=[O:12])=[CH:5]\[C:6]([O:8]C)=[O:7]>[OH-].[Na+]>[CH2:22]([O:21][P:19]([CH:10]([P:11]([O:16][CH2:17][CH3:18])([O:13][CH2:14][CH3:15])=[O:12])/[C:4](=[CH:5]/[C:6]([OH:8])=[O:7])/[C:3]([OH:27])=[O:2])([O:24][CH2:25][CH3:26])=[O:20])[CH3:23]

Participants

3

Reactant 1

HCID 86756551HCID 86756551, compound

Product 1

HCID 22011772HCID 22011772, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A solution of 12.7 g of 2-[bis(diethoxyphosphoryl)methyl]maleic acid dimethyl ester in 76.8 ml of 1 N sodium hydroxide is kept under stirring for 96 hours, then the reaction mixture is washed twice with ethyl ether and is brought to pH 8.5 with 37% hydrochloric acid. The mixture is then concentrated to dryness and redissolved in 50 ml of methanol. After filtration of the formed sodium chloride, the solvent is evaporated under reduced pressure. The residue is treated with 125 ml of acetone, to give, after filtration, 11.5 g of the product as disodium salt.

Workup

  1. washthe reaction mixture is washed twice with ethyl ether
  2. concentrationThe mixture is then concentrated to dryness
  3. dissolutionredissolved in 50 ml of methanol
  4. filtrationAfter filtration of the formed sodium chloride
  5. customthe solvent is evaporated under reduced pressure
  6. additionThe residue is treated with 125 ml of acetone
  7. customto give
  8. filtrationafter filtration, 11.5 g of the product as disodium salt

Sources & evidence

ORD record
ord-58ab8f8022b14eeb951fc99c8da67f18
Source dataset
uspto-grants-2001_03
Patent number
US06207655B1

Reaction notes

Loading…