Water → Ethyl 2-(2,3,6-trifluorophenyl)acetate

HRID 2107602Notes

Reaction equation

HRID 2107602 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]#N.S(=O)(=O)(O)O.[CH2:18]([O:20]CC)[CH3:19].[OH2:23]>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]([O:20][CH2:18][CH3:19])=[O:23]

Participants

6

Reactant 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 3283Diethyl EtherHCID 27779562,3,6-Trifluorophenylacetonitrile

Product 1

HCID 14834674Ethyl 2-(2,3,6-trifluorophenyl)acetate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
125 °C

Procedure

2-(2,3,6-Trifluorophenyl)acetonitrile (13.3 g) is dissolved in ethanol (20 ml), and thereto is carefully added conc. sulfuric acid (8.5 ml), and the mixture is refluxed at 125° C. for 7 hours. After cooling, the reaction mixture is fractionated with diethyl ether and water. The ether layer is washed with aqueous saturated sodium chloride and dried over magnesium sulfate and then concentrated under reduced pressure to give ethyl 2-(2,3,6-trifluorophenyl)acetate (16.3 g), as colorless oil.

Workup

  1. temperatureAfter cooling
  2. washThe ether layer is washed with aqueous saturated sodium chloride
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-44db64504766465cbe5cd0376a49cc38
Source dataset
uspto-grants-1990_06
Patent number
US04935420

Reaction notes

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