Triethyl phosphite → HCID 54111407, compound

HRID 435413Notes

Reaction equation

HRID 435413 reaction equation
Cl[CH2:2][P:3](=[O:6])([CH3:5])[CH3:4].[CH2:7]([O:9][P:10]([O:14]CC)[O:11][CH2:12][CH3:13])[CH3:8]>>[CH2:7]([O:9][P:10]([CH2:2][P:3]([CH3:5])([CH3:4])=[O:6])(=[O:14])[O:11][CH2:12][CH3:13])[CH3:8]

Participants

3

Reactant 2

HCID 31215Triethyl phosphiteHCID 74224Phosphine oxide, (chloromethyl)dimethyl-

Product 1

HCID 54111407HCID 54111407, compoundYield 68%

Procedure

252 g of chloromethyl-dimethylphosphine oxide are heated to 140° to 150° C. under an atmosphere of nitrogen and 480 g of triethylphosphite are added dropwise in the course of 4 hours. Stirring is continued for a further 1.5 hours at the temperature indicated, 98 g of ethyl chloride (76% of theoretical) being collected in a cold trap connected downstream of the apparatus. The mixture is then incipiently distilled at 0.6 mm Hg until the internal temperature reaches 148° C., with distillate passing over at a temperature of 135° C. This gives 309 g of the ester, having a solidification point of 59°-60° C. (yield: 68 percent of theoretical). The product can be employed for further reactions in the form of the crude product; further purification can be effected by distillation (boiling point at 0.4 mm Hg: 140° C.).

Workup

  1. custom98 g of ethyl chloride (76% of theoretical) being collected in a cold trap
  2. distillationThe mixture is then incipiently distilled at 0.6 mm Hg until the internal temperature
  3. customreaches 148° C., with distillate passing over at a temperature of 135° C
  4. customa solidification point of 59°-60° C. (yield: 68 percent of theoretical)
  5. customfurther purification
  6. distillationcan be effected by distillation (boiling point at 0.4 mm Hg: 140° C.)

Sources & evidence

ORD record
ord-783b57b3f4c94037961e0e969258715b
Source dataset
uspto-grants-1983_08
Patent number
US04401473

Reaction notes

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