Sodium Hydroxide → HCID 19689030, compound

HRID 1968Notes

Reaction equation

HRID 1968 reaction equation
[OH-].[Na+].[CH2:3]([O:5][P:6]([O:23][CH2:24][CH3:25])([CH:8]([P:15]([O:20][CH2:21][CH3:22])([O:17][CH2:18][CH3:19])=[O:16])[CH2:9][C:10]([O:12]CC)=[O:11])=[O:7])[CH3:4]>O.CCO>[O:20]([P:15]([O:17][CH2:18][CH3:19])([CH:8]([P:6]([O:5][CH2:3][CH3:4])([O:23][CH2:24][CH3:25])=[O:7])[CH2:9][C:10]([OH:12])=[O:11])=[O:16])[CH2:21][CH3:22]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 15257759Ethyl 3,3-bis(diethoxyphosphoryl)propanoate

Product 1

HCID 19689030HCID 19689030, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

A solution of NaOH (4.00 g, 100 mmol) in water (50 ml) was added to a solution of ethyl 3,3-bis(diethoxyphosphinyl)propionate (32.6 g, 87 mmol) in EtOH (100 ml), and heated at 80° C. for 1 hour. After cooling, the EtOH was evaporated, and the residue was acidified to methyl orange with 12N HCl. The product was extracted into dichloromethane (5×50 ml). The organic layer was dried (Na2SO4) and concentrated to give the title compound (28.8 g, 96%) as a viscous oil.

Workup

  1. temperatureAfter cooling
  2. customthe EtOH was evaporated
  3. extractionThe product was extracted into dichloromethane (5×50 ml)
  4. dry with materialThe organic layer was dried (Na2SO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-2169f1be862948a3a9409a68450a60e7
Source dataset
uspto-grants-1998_03
Patent number
US05728650

Reaction notes

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