Hydrochloric Acid → 2',4'-Difluoro(1,1'-biphenyl)-4-ol

HRID 28244Notes

Reaction equation

HRID 28244 reaction equation
[OH-:1].[Na+].[F:3][C:4]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:5]=1[C:11]1[CH:16]=[CH:15][C:14](CC([O-])=O)=[CH:13][CH:12]=1.Cl>O>[F:3][C:4]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:5]=1[C:11]1[CH:16]=[CH:15][C:14]([OH:1])=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 233399434-(2',4'-Difluorophenyl)phenylacetate

Product 1

HCID 1009552',4'-Difluoro(1,1'-biphenyl)-4-ol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A 30 liter resin pot is fitted with stirrer, thermometer and reflux condenser, and charged with 2.62 kg. of 50% aqueous sodium hydroxide and 11.34 liters of water. 4-(2',4'-Difluorophenyl)phenylacetate (1.876 kg., 7.55 m) is added and the batch is heated to reflux over 2.5 hours. The batch is refluxed for 2 hours (in solution at 75°), then cooled to 100° and added to a solution of 3.27 liters of concentrated hydrochloric acid in 9.8 liters of water in a 50 liter resin pot over a 30 minute period.

Workup

  1. temperaturethermometer and reflux condenser
  2. additioncharged with 2.62 kg
  3. temperaturethe batch is heated
  4. temperatureto reflux over 2.5 hours
  5. temperatureThe batch is refluxed for 2 hours (in solution at 75°)
  6. temperaturecooled to 100°

Sources & evidence

ORD record
ord-dc15e23bc8184272bff1e209a9457cc9
Source dataset
uspto-grants-1980_09
Patent number
US04225730

Reaction notes

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