Trimethyl phosphite → HCID 54369891, compound

HRID 328546Notes

Reaction equation

HRID 328546 reaction equation
[Cl:1][C:2](Cl)([CH:5]=[C:6]([Cl:8])[Cl:7])[CH:3]=[O:4].[P:10]([O:15]C)([O:13][CH3:14])[O:11][CH3:12]>C1C=CC=CC=1>[P:10]([O:13][CH3:14])([O:11][CH3:12])([O:4][CH:3]=[C:2]([Cl:1])[CH:5]=[C:6]([Cl:8])[Cl:7])=[O:15]

Participants

4

Reactant 2

HCID 8472Trimethyl phosphiteHCID 1088492,2,4,4-Tetrachloro-3-butenal

Product 1

HCID 54369891HCID 54369891, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

60 g of this 2,2,4,4-tetrachloro-but-3-enal in 100 ml of benzene were reacted with 45 g of trimethyl phosphite in 100 ml of benzene, while stirring, and at a temperature of 60 to 65° C over a period of 15 minutes, and subsequently heated under reflux for 1.5 hours. After the solvent had been removed, 81 g of crude product remained. This was distilled at 0.1 to 0.2 torr and yielded 65 g of product at 110 to 112° C. NMR-spectrum: δ(CH3O--) : 3.9 ppm, J = 12 Hz; δ(C=CH-C) : 6.68 ppm; δ(CH-O-P) : 7.4 ppm, J = 6 Hz.

Workup

  1. temperaturesubsequently heated
  2. temperatureunder reflux for 1.5 hours
  3. customAfter the solvent had been removed
  4. distillationThis was distilled at 0.1 to 0.2 torr

Sources & evidence

ORD record
ord-3f5199ada2da4f9fbca99d63c24af3c8
Source dataset
uspto-grants-1977_04
Patent number
US04017613

Reaction notes

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