Chloroform → HCID 19907295, compound

HRID 2371452Notes

Reaction equation

HRID 2371452 reaction equation
S([O-])([O-])=O.[Na+].[Na+].[CH2:7]([O:9][P:10]([C:15](Cl)([Cl:22])[C:16]([O:18][CH2:19][CH2:20][CH3:21])=[O:17])([O:12][CH2:13][CH3:14])=[O:11])[CH3:8].C(Cl)(Cl)Cl>O.C(O)C>[CH2:7]([O:9][P:10]([CH:15]([Cl:22])[C:16]([O:18][CH2:19][CH2:20][CH3:21])=[O:17])([O:12][CH2:13][CH3:14])=[O:11])[CH3:8]

Participants

6

Reactant 3

HCID 6212ChloroformHCID 24437Sodium SulfiteHCID 19907285HCID 19907285, compound

Product 1

HCID 19907295HCID 19907295, compoundYield 88.5%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
8 °C

Procedure

A solution of sodium sulphite (78.6 g) in water (2000 cm3) was added dropwise to a cooled solution of propyl diethylphosphonodichloroacetate (95.7 g) in ethanol (408cm3) over a period of 70 minutes, the temperature of the mixture being maintained below 8° C. during the addition by external cooling. The mixture was stirred at 8° C. for 10 minutes, then without external cooling for a further 15 minutes. Chloroform (100cm3) was added and the mixture stirred vigourously for 3 minutes. The chloroform phase was separated and combined with further chloroform extracts of the aqueous phase, The combined organic layers were dried over anhydrous magnesium sulphate and the solvent evaporated under reduced pressure to give the crude product as a yellow oil from which volatile compounds were removed by storage under high vacuum. The crude product was purified by distillation under reduced pressure to give a colourless liquid (75.2 g)

Workup

  1. temperaturethe temperature of the mixture being maintained below 8° C. during the addition by external cooling
  2. temperaturewithout external cooling for a further 15 minutes
  3. stirringthe mixture stirred vigourously for 3 minutes
  4. customThe chloroform phase was separated
  5. dry with materialThe combined organic layers were dried over anhydrous magnesium sulphate
  6. customthe solvent evaporated under reduced pressure
  7. customto give the crude product as a yellow oil from which volatile compounds
  8. customwere removed by storage under high vacuum
  9. distillationThe crude product was purified by distillation under reduced pressure

Sources & evidence

ORD record
ord-ac190a8bd1e24bc6b852e389659d9a31
Source dataset
uspto-grants-1992_03
Patent number
US05093362

Reaction notes

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