Triisopropyl phosphite → HCID 13464942, compound

HRID 2371450Notes

Reaction equation

HRID 2371450 reaction equation
Br[CH:2]([F:7])[C:3]([O:5][CH3:6])=[O:4].[P:8]([O:17]C(C)C)([O:13][CH:14]([CH3:16])[CH3:15])[O:9][CH:10]([CH3:12])[CH3:11]>>[CH:10]([O:9][P:8]([CH:2]([F:7])[C:3]([O:5][CH3:6])=[O:4])([O:13][CH:14]([CH3:16])[CH3:15])=[O:17])([CH3:12])[CH3:11]

Participants

3

Reactant 2

HCID 8304Triisopropyl phosphiteHCID 12696183HCID 12696183, compound

Product 1

HCID 13464942HCID 13464942, compound

Conditions

Temperature
150 °C

Procedure

Methyl bromofluoroacetate (17.1q) was mixed with triisopropyl phosphite (41.6 g) and heated with stirring at 150° C. Samples were withdrawn at intervals and analysed by GLC. After 5.5 hours, all of the initial ester had been consumed. The mixture was cooled to the ambient temperature, and excess triisopropyl phosphite was removed by distillation at reduced pressure (52° C./1.5 mm Hg). The straw-coloured residue (19.7 g was identified as substantially pure methyl diisopropylphosphonofluoroacetate.

Workup

  1. temperatureheated
  2. customSamples were withdrawn at intervals and analysed by GLC
  3. customall of the initial ester had been consumed
  4. temperatureThe mixture was cooled to the ambient temperature, and excess triisopropyl phosphite
  5. customwas removed by distillation at reduced pressure (52° C./1.5 mm Hg)

Sources & evidence

ORD record
ord-19cf1245fb3c48e6bd238e17165ad534
Source dataset
uspto-grants-1992_03
Patent number
US05093362

Reaction notes

Loading…