Hydrochloric Acid → 2,3,6-Trifluorophenylacetic acid

HRID 2107603Notes

Reaction equation

HRID 2107603 reaction equation
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([F:9])[C:3]=1[CH2:10][C:11]([O:13]CC)=[O:12].[OH-].[Na+].Cl>C(O)C>[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([F:9])[C:3]=1[CH2:10][C:11]([OH:13])=[O:12]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 14834674Ethyl 2-(2,3,6-trifluorophenyl)acetate

Product 1

HCID 27779482,3,6-Trifluorophenylacetic acidYield 98.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 2-(2,3,6-trifluorophenyl)acetate (16.2 g) is dissolved in ethanol (60 ml). The mixture is stirred and thereto is added 3N sodium hydroxide (200 ml), and the mixture is stirred at 70° C. for one hour. After cooling, 6N hydrochloric acid (120 ml) is added to the mixture. The resulting white powdery precipitates are dissolved by adding thereto diethyl ether. The diethyl ether layer is separated and dried over magnesium sulfate and then concentrated under reduced pressure to give 2-(2,3,6-trifluorophenyl)acetic acid (13.9 g), as white crystals.

Workup

  1. stirringthe mixture is stirred at 70° C. for one hour
  2. temperatureAfter cooling
  3. customThe resulting white powdery precipitates
  4. dissolutionare dissolved
  5. additionby adding
  6. customThe diethyl ether layer is separated
  7. dry with materialdried over magnesium sulfate
  8. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-c0b72a59994c40cc889637decba44eb3
Source dataset
uspto-grants-1990_06
Patent number
US04935420

Reaction notes

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