(1,1'-Biphenyl)-2-ol → HCID 14943981, compound

HRID 1960092Notes

Reaction equation

HRID 1960092 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[P:14](Cl)([Cl:17])([Cl:16])=[O:15]>[Cl-].[Mg+2].[Cl-]>[C:3]1([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[O:1][P:14]([Cl:17])([Cl:16])=[O:15]

Participants

4

Reactant 2

HCID 7017(1,1'-Biphenyl)-2-olHCID 24813Phosphorus oxychloride

Product 1

HCID 14943981HCID 14943981, compoundYield 101.3%

Reagents, catalysts & solvents 1

HCID 5360315Magnesium ChlorideCatalyst

Conditions

Temperature
105 °C

Procedure

A four-necked 1-liter flask, equipped with a stirrer, a thermometer, and a reflux condenser, was filled with 170.2 g (1 mol) of 2-hydroxybiphenyl, 337.3 g (2.2 mol) of phosphorus oxychloride and 0.95 g (0.01 mol) of anhydrous magnesium chloride. This mixed liquid was heated to the temperature of 105° C. over three hours while being stirred under a nitrogen atmosphere, and it was stirred for 1 hour at the same temperature (105° C.) to allow a reaction to proceed. After the reaction, the pressure was reduced to 6.7 kPa at a liquid temperature of 105° C. The same pressure was maintained for 1 hour and excess (unreacted) phosphorus oxychloride was recovered. Thus, 290.8 g of 2-biphenylylphosphorodichloridate (chlorine content: 24.7%) was obtained.

Workup

  1. customA four-necked 1-liter flask, equipped with a stirrer
  2. stirringit was stirred for 1 hour at the same temperature (105° C.)
  3. customa reaction
  4. customAfter the reaction
  5. customwas reduced to 6.7 kPa at a liquid temperature of 105° C
  6. temperatureThe same pressure was maintained for 1 hour
  7. customexcess (unreacted) phosphorus oxychloride was recovered

Sources & evidence

ORD record
ord-5b4e5fc432ff461db066c3e856132be5
Source dataset
uspto-grants-2013_04
Patent number
US08410298B1

Reaction notes

Loading…