Chlorotrimethylsilane → Methyl 2-fluorophenylacetate

HRID 1362719Notes

Reaction equation

HRID 1362719 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-512f661ea352456f8802cff8615563ef
Source dataset
uspto-grants-2011_02
Patent number
US07880009B2

Reaction notes

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