Ethanol → HCID 18983508, compound

HRID 1440365Notes

Reaction equation

HRID 1440365 reaction equation
[C:1]1([P:7]([O:11][CH2:12][CH3:13])[O:8][CH2:9][CH3:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:14]1C(O)=C[CH:17]=[C:16]([CH3:21])[CH:15]=1.C(O)C>>[C:1]1([P:7]([O:11][C:12]2[CH:14]=[CH:15][C:16]([CH3:21])=[CH:17][CH:13]=2)[O:8][CH2:9][CH3:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 2879P-CresolHCID 74225Diethyl phenylphosphonite

Product 1

HCID 18983508HCID 18983508, compoundYield 90%

Conditions

Temperature
130 °C

Procedure

18.8 g (0.6 mol) of diethyl phenylphosphonite and 64.9 g (0.6 mol) of p-cresol were mixed and heated at 300 to 500 mbar to 130° C. Ethanol distilled off via a small column. The temperature was increased to 165° C. stepwise, and the vacuum was simultaneously increased to 100 mbar. In total, 21 g (0.458 mol) of ethanol distilled off. The reaction mixture was then distilled. After a first fraction which contained the unreacted starting materials, 107 g were obtained having a boiling point of 118° to 120° C. at 0.1 mbar. At a 76% conversion rate, the yield was approximately 90% of theory.

Workup

  1. distillationEthanol distilled off via a small column
  2. temperatureThe temperature was increased to 165° C. stepwise
  3. temperaturethe vacuum was simultaneously increased to 100 mbar
  4. distillationThe reaction mixture was then distilled
  5. custom107 g were obtained

Sources & evidence

ORD record
ord-3634fd9ca8064226be8077cd077398ed
Source dataset
uspto-grants-1996_03
Patent number
US05498741

Reaction notes

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