Phenol → Monoethyl monophenyl 4-methoxyphenylphosphonite

HRID 1440371Notes

Reaction equation

HRID 1440371 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([P:9]([O:13][CH2:14][CH3:15])[O:10][CH2:11][CH3:12])=[CH:5][CH:4]=1.[C:16]1(O)[CH:21]=CC=[CH:18][CH:17]=1>>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([P:9]([O:13][C:14]2[CH:18]=[CH:17][CH:16]=[CH:21][CH:15]=2)[O:10][CH2:11][CH3:12])=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 996PhenolHCID 1520885Diethyl 4-methoxyphenylphosphonite

Product 1

HCID 18983504Monoethyl monophenyl 4-methoxyphenylphosphonite

Conditions

Temperature
110 °C

Procedure

113 g (0.496 mol) of diethyl 4-methoxyphenylphosphonite and 46.6 g (0.496 mol) of phenol were mixed and heated with stirring to 110° C. at 350-400 mbar. Ethanol distilled off during this via a small column. The temperature was then increased stepwise to 150° C., and the vacuum was simultaneously increased to 100 mbar. After completion of the reaction, the batch was cooled and distilled. 105 g were obtained having a boiling point of 159° C. at 0.4 mbar. The yield was thus 77% of theory.

Workup

  1. temperatureheated
  2. distillationEthanol distilled off during this via a small column
  3. temperatureThe temperature was then increased stepwise to 150° C.
  4. temperaturethe vacuum was simultaneously increased to 100 mbar
  5. customAfter completion of the reaction
  6. temperaturethe batch was cooled
  7. distillationdistilled
  8. custom105 g were obtained

Sources & evidence

ORD record
ord-b5d32e76787e40039cc0304addb17b9b
Source dataset
uspto-grants-1996_03
Patent number
US05498741

Reaction notes

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