Acetaldehyde → 4-(1-Fluorocyclopropyl)benzoic acid

HRID 2244327Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2244327
[O:1]=O.[F:3][C:4]1([C:7]2[CH:12]=[CH:11]C(C)=[CH:9][CH:8]=2)[CH2:6][CH2:5]1.[CH:14](=[O:16])[CH3:15]>C(O)(=O)C.O.O.O.O.C([O-])(=O)C.[Co+2].C([O-])(=O)C>[F:3][C:4]1([C:7]2[CH:12]=[CH:11][C:15]([C:14]([OH:1])=[O:16])=[CH:9][CH:8]=2)[CH2:6][CH2:5]1

Komponenten

6

Edukt 3

HCID 177AcetaldehydeHCID 977OxygenHCID 68703601HCID 68703601, Verbindung

Produkt 1

HCID 665992344-(1-Fluorocyclopropyl)benzoic acidAusbeute 46 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 61372Cobalt(II) acetate tetrahydrateKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Oxygen was slowly bubbled at 100° C. through a solution of 1-(1-fluoro-cyclopropyl)-4-methyl-benzene (470 mg, 3.13 mmol), cobalt(II)acetate tetrahydrate (117 mg, 0.46 mmol), and acetaldehyde (0.18 mL, 3.1 mmol) in acetic acid (30 mL) over 16 h. After cooling, the reaction mixture was evaporated and the residue triturated in water. The precipitate was collected by filtration to produce the title compound (257 mg, 46%). Light green solid, MS (EI) 180.1 (M+).

Aufarbeitung

  1. temperatureAfter cooling
  2. customthe reaction mixture was evaporated
  3. customthe residue triturated in water
  4. filtrationThe precipitate was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-61b79f41742d4eef8ce098b7f76c38d3
Quelldatensatz
uspto-grants-2010_03
Patentnummer
US07678818B2

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