Ethanol → HCID 66839470, compound

HRID 546769Notes

Reaction equation

HRID 546769 reaction equation
[F:1][CH:2]([F:13])[O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][C:11]#N.Cl[Si](C)(C)C.C(=O)([O-])[O-:20].[K+].[K+].O.[CH2:26]([OH:28])[CH3:27]>C(OCC)(=O)C>[F:1][CH:2]([F:13])[O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][C:11]([O:28][CH2:26][CH3:27])=[O:20]

Participants

7

Reactant 5

HCID 702EthanolHCID 962WaterHCID 6397ChlorotrimethylsilaneHCID 11430Potassium CarbonateHCID 27370162-(Difluoromethoxy)phenylacetonitrile

Product 1

HCID 66839470HCID 66839470, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
50 °C

Procedure

(2-Difluoromethoxyphenyl)acetonitrile (1.45 g) was added dropwise to a solution of chlorotrimethylsilane (2.23 mL) in ethanol (2.0 mL), and the reaction solution was stirred at 50° C. for five hours. The reaction solution was left to cool to room temperature. Then, potassium carbonate, water and ethyl acetate were added and the organic layer was separated. The resulting organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system) to obtain 620 mg of the title compound. The property values of the compound are as follows.

Workup

  1. waitThe reaction solution was left
  2. temperatureto cool to room temperature
  3. customthe organic layer was separated
  4. dry with materialThe resulting organic layer was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system)

Sources & evidence

ORD record
ord-a1dca4d0d8664b5c9325286960b33dd2
Source dataset
uspto-grants-2011_05
Patent number
US07935815B2

Reaction notes

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