Hydrochloric Acid → Benzoic acid, 3-fluoro-, methyl ester

HRID 444017

Reaktionsgleichung

Reaktionsgleichung von HRID 444017
Cl.[F:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([OH:8])=[O:7].[CH3:12]O>>[F:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([O:8][CH3:12])=[O:7]

Komponenten

4

Edukt 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 99683-Fluorobenzoic Acid

Produkt 1

HCID 521184Benzoic acid, 3-fluoro-, methyl esterAusbeute 75 %

Versuchsvorschrift

To a solution of anhydrous hydrochloric acid (10.5 g) in anhydrous methanol (100 ml) is added m-fluorobenzoic acid (13.3 g.; 0.095 mole). The reaction mixture is stirred at room temperature overnight. The solvent and anhydrous hydrochloric acid are then removed under vacuum and the residue slurried with hexane (100 ml). The hexane insoluble layer is decanted and the hexane solution water washed (2×100 ml) before drying with anhydrous magnesium sulfate. The hexane filtrate is then concentrated under vacuum to afford 11.0 g (75% yield) of methyl 3-fluorobenzoate as a yellow liquid. Elemental anal. calcd. for C8H7FO2 : C, 62.35; H, 4.57; F, 12.33. Found: C, 62.52; H, 4.70; F, 11.89.

Aufarbeitung

  1. customThe solvent and anhydrous hydrochloric acid are then removed under vacuum
  2. customThe hexane insoluble layer is decanted
  3. washthe hexane solution water washed (2×100 ml)
  4. dry with materialbefore drying with anhydrous magnesium sulfate
  5. concentrationThe hexane filtrate is then concentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-7b6b41408efc4f1b81b2e01c756a3227
Quelldatensatz
uspto-grants-1981_04
Patentnummer
US04262152

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