Hydrochloric Acid → HCID 22261553, compound

HRID 1610721Notes

Reaction equation

HRID 1610721 reaction equation
[F:1][C:2]([C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][CH:12]=1)[C:8]#N)([F:4])[CH3:3].[OH-:13].[Na+].Cl.[OH2:16]>>[F:1][C:2]([C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][CH:12]=1)[C:8]([OH:16])=[O:13])([F:4])[CH3:3]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 222616813-(1,1-Difluoroethyl)benzonitrile

Product 1

HCID 22261553HCID 22261553, compoundYield 90%

Conditions

Temperature
100 °C

Procedure

To a suspension (100 ml) of 3-(1,1-difluoroethyl)benzonitrile (5.10 g, 30.5 mmol) in water was added sodium hydroxide (3.05 g, 76.25 mmol), and the mixture was stirred at 100° C. for 5 hrs. After completion of the reaction, the reaction solution was acidified with 6N hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give 3-(1,1-difluoroethyl)benzoic acid (5.10 g, 90%) as colorless crystals.

Workup

  1. customAfter completion of the reaction
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-049c7c93cb8c4b72b5565f1b8a3f9ea9
Source dataset
uspto-grants-2006_01
Patent number
US06982348B2

Reaction notes

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