Methanol → Methyl 2-(3-fluoro-4-nitrophenyl)propanoate

HRID 1428779Notes

Reaction equation

HRID 1428779 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:11]([CH3:15])[C:12]([OH:14])=[O:13])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].S(Cl)(Cl)=O.[CH3:20]O>>[F:1][C:2]1[CH:3]=[C:4]([CH:11]([CH3:15])[C:12]([O:14][CH3:20])=[O:13])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9]

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 130652292-(3-Fluoro-4-nitrophenyl)propanoic acid

Product 1

HCID 13213768Methyl 2-(3-fluoro-4-nitrophenyl)propanoate

Procedure

A solution of 2-(3-fluoro-4-nitrophenyl)propanoic acid in methanol was added thionyl chloride (2.5 equiv.) at 0° C. and removed ice-bath. Reaction mixture was stirred at room temperature. After 2 h, dry over magnesium sulfate and evaporate solvent and purified by column chromatography (ethylacetate-hexane) to obtain methyl 2-(3-fluoro-4-nitrophenyl)propanoate.

Workup

  1. customremoved ice-bath
  2. customReaction mixture
  3. dry with materialdry over magnesium sulfate
  4. customevaporate solvent
  5. custompurified by column chromatography (ethylacetate-hexane)

Sources & evidence

ORD record
ord-1d68dbff0d12452e8b47b5f6514e7591
Source dataset
uspto-grants-2015_01
Patent number
US08937092B2

Reaction notes

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