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

HRID 48169Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 48169
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].S(=O)(=O)(O)O.[CH3:20]O>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([O:11][CH3:20])=[O:10])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13]

Komponenten

4

Edukt 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 111272614-Fluoro-3-nitrophenylacetic acid

Produkt 1

HCID 22742120Methyl 2-(4-fluoro-3-nitrophenyl)acetate

Versuchsvorschrift

4-Fluoro-3-nitrophenylacetic acid (31.0 g, 0.156 mol) was added to a mixture of concentrated sulfuric acid (1.6 ml) and methanol (160 ml) and the mixture was stirred for 3 days at room temperature. Most of the solvent was removed in vacuo and the residue was partitioned between diethyl ether and water. The organic phase was washed with saturated aqueous sodium bicarbonate solution and brine, dried over anhydrous magnesium sulfate, filtered and the filtrate was evaporated in vacuo to give methyl 4-fluoro-3-nitrophenylacetate (27.2 g) as a yellow oil.

Aufarbeitung

  1. customMost of the solvent was removed in vacuo
  2. customthe residue was partitioned between diethyl ether and water
  3. washThe organic phase was washed with saturated aqueous sodium bicarbonate solution and brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customthe filtrate was evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-cda7c95d3a9d45f4a7273c50490ba941
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06703347B2

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