Lithium Hydroxide → 4-((2,2-Difluorocyclopropyl)methoxy)benzoic acid

HRID 1799260Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1799260
[F:1][C:2]1([F:17])[CH2:4][CH:3]1[CH2:5][O:6][C:7]1[CH:16]=[CH:15][C:10]([C:11]([O:13]C)=[O:12])=[CH:9][CH:8]=1.[OH-].[Li+]>C(O)C>[F:1][C:2]1([F:17])[CH2:4][CH:3]1[CH2:5][O:6][C:7]1[CH:16]=[CH:15][C:10]([C:11]([OH:13])=[O:12])=[CH:9][CH:8]=1

Komponenten

4

Edukt 2

HCID 3939Lithium HydroxideHCID 69020821Methyl 4-[(2,2-difluorocyclopropyl)methoxy]benzoate

Produkt 1

HCID 690200884-((2,2-Difluorocyclopropyl)methoxy)benzoic acidAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Methyl 4-[(2,2-difluorocyclopropyl)methoxy]benzoate (1.94 g, 8.01 mmol) prepared in Example 40 (40a) was dissolved in ethanol (24 mL), and a 2 M lithium hydroxide aqueous solution (8 mL, 16 mmol) was added thereto at room temperature. The resulting mixture was stirred at the same temperature for 18 hours. The solvents (mainly ethanol) were evaporated, and water was added to the obtained residue. Then, the resulting mixture was changed to weak acidic by adding 2 N hydrochloric acid under ice-cooling with stirring. The precipitated insoluble substance was collected by filtration, washed with water and n-hexane, and dried under reduced pressure to give 1.73 g of the title compound (white powder, yield: 95%).

Aufarbeitung

  1. customat room temperature
  2. customThe solvents (mainly ethanol) were evaporated
  3. additionwater was added to the obtained residue
  4. additionby adding 2 N hydrochloric acid under ice-
  5. temperaturecooling
  6. stirringwith stirring
  7. filtrationThe precipitated insoluble substance was collected by filtration
  8. washwashed with water and n-hexane
  9. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-2c4307d252044f68be259e76ad5f2114
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08344029B2

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