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

HRID 2351910Notes

Reaction equation

HRID 2351910 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-4dc9337ea11740319b3bdbe45f30741f
Source dataset
uspto-grants-1989_10
Patent number
US04874764

Reaction notes

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