Sodium hydride → HCID 53785413, compound

HRID 569612Notes

Reaction equation

HRID 569612 reaction equation
[P:1]([O-:8])([O:5][CH2:6][CH3:7])[O:2][CH2:3][CH3:4].[H-].[Na+].[CH3:11][O:12][CH2:13][CH2:14][O:15][CH:16](Cl)Cl>O1CCCC1.[Cl-].[Na+]>[CH3:11][O:12][CH2:13][CH2:14][O:15][CH:16]([P:1](=[O:8])([O:5][CH2:6][CH3:7])[O:2][CH2:3][CH3:4])[P:1](=[O:8])([O:5][CH2:6][CH3:7])[O:2][CH2:3][CH3:4]

Participants

6

Reactant 3

HCID 24758Sodium hydrideHCID 3780918DiethylphosphiteHCID 20147879HCID 20147879, compound

Product 1

HCID 53785413HCID 53785413, compound

Reagents, catalysts & solvents 2

HCID 5234Sodium ChlorideSolventHCID 8028TetrahydrofuranSolvent

Procedure

Diethyl phosphite (18.0 ml) was added dropwise at 20° C. to a stirred suspension of 55% sodium hydride (5.45 g) in dry tetrahydrofuran (100 ml). After stirring for a further 15 minutes, the mixture was cooled in ice, and dichloromethyl 2-methoxyethyl ether (7.15 g) was added during 15 minutes. The mixture was stirred at room temperature for 1 hour, diluted with saturated aqueous sodium chloride and extracted with chloroform. The organic phase was dried and evaporated to leave an oil which was purified by chromatography on silica gel. The pure title compound was isolated as a colourless oil.

Workup

  1. temperaturethe mixture was cooled in ice
  2. stirringThe mixture was stirred at room temperature for 1 hour
  3. extractionextracted with chloroform
  4. customThe organic phase was dried
  5. customevaporated
  6. customto leave an oil which
  7. customwas purified by chromatography on silica gel

Sources & evidence

ORD record
ord-4ae8f06b4d0d4d2cb7cdd417306f6fa6
Source dataset
uspto-grants-1988_03
Patent number
US04732998

Reaction notes

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