Triethyl phosphite → 1-Diethoxyphosphorylpropan-2-one

HRID 2051755Notes

Reaction equation

HRID 2051755 reaction equation
I[CH2:2][C:3](=[O:5])[CH3:4].[P:6]([O:13]CC)([O:10][CH2:11][CH3:12])[O:7][CH2:8][CH3:9]>>[CH2:2]([P:6](=[O:13])([O:10][CH2:11][CH3:12])[O:7][CH2:8][CH3:9])[C:3]([CH3:4])=[O:5]

Participants

3

Reactant 2

HCID 31215Triethyl phosphiteHCID 763962-Propanone, 1-iodo-

Product 1

HCID 140281-Diethoxyphosphorylpropan-2-oneYield 20.3%

Procedure

Iodoacetone (56.5 g., 0.31 mole) was added dropwise over a 20 minute period to 41.4 g (0.31 mole) of triethyl phosphite at 0° C. The mixture was allowed to warm to room temperature and held there for 90 minutes. The crude product was distilled in vacuo and the fraction boiling at 76°-86° C. (0.3-0.35 mm) was collected, giving 12.2 g of diethyl acetonylphosphonate.

Workup

  1. distillationThe crude product was distilled in vacuo
  2. customthe fraction boiling at 76°-86° C. (0.3-0.35 mm) was collected

Sources & evidence

ORD record
ord-56b13943d27f4c328705249b7e678321
Source dataset
uspto-grants-1980_01
Patent number
US04182759

Reaction notes

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