Acetyl chloride → Methyl 3-fluoro-4-nitrobenzoate

HRID 55378

Reaktionsgleichung

Reaktionsgleichung von HRID 55378
[C:1](Cl)(=O)C.[F:5][C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][C:14]=1[N+:15]([O-:17])=[O:16])[C:9]([OH:11])=[O:10]>CO>[F:5][C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][C:14]=1[N+:15]([O-:17])=[O:16])[C:9]([O:11][CH3:1])=[O:10]

Komponenten

4

Edukt 2

HCID 6367Acetyl chlorideHCID 2306533-Fluoro-4-nitrobenzoic acid

Produkt 1

HCID 592761Methyl 3-fluoro-4-nitrobenzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution prepared by the dropwise addition of 12 ml acetyl chloride to 150 ml methanol was added 7.0 grams 3-fluoro-4-nitrobenzoic acid and the resulting mixture was stirred at room temperature for 18 hours. The solvent was removed in vacuo and the residue was partitioned between ethyl acetate and 2% sodium carbonate solution. The organic layer was washed with saturated sodium chloride solution, dried over magnesium sulfate, filtered, and evaporated in vacuo to give 6 grams of methyl 3-fluoro-4-nitrobenzoate as an orange oil which gradually hardened to a yellow solid.

Aufarbeitung

  1. customThe solvent was removed in vacuo
  2. customthe residue was partitioned between ethyl acetate and 2% sodium carbonate solution
  3. washThe organic layer was washed with saturated sodium chloride solution
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-05ac5c8e382847e08303bf53883c12df
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05624957

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