Chlorotrimethylsilane → Methyl 2-fluorophenylacetate

HRID 2247583Notes

Reaction equation

HRID 2247583 reaction equation
[CH3:1][Si](Cl)(C)C.[F:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[CH2:13][C:14]([OH:16])=[O:15]>CO>[F:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[CH2:13][C:14]([O:16][CH3:1])=[O:15]

Participants

4

Reactant 2

HCID 6397ChlorotrimethylsilaneHCID 67979Benzeneacetic acid, 2-fluoro-

Product 1

HCID 2733230Methyl 2-fluorophenylacetate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Trimethylsilyl chloride (4.12 mL) was added to a solution of 2-fluorophenylacetic acid (2 g) in methanol (40 mL) in a nitrogen atmosphere, and the reaction solution was stirred at room temperature for 2 days. The reaction solution was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system) to obtain 1.978 g of the title compound. The physical properties of the compound are as follows.

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system)

Sources & evidence

ORD record
ord-734ba6b4ddcb4cdbb3d3126dbc4754e7
Source dataset
uspto-grants-2010_03
Patent number
US07687640B2

Reaction notes

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