Hydrochloric Acid → 3-Chloro-4-(1,3-difluoropropan-2-yloxy)benzoic acid

HRID 1964172Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1964172
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[O:12][CH:13]([CH2:16][F:17])[CH2:14][F:15])[C:5]([O:7]C)=[O:6].[Li+].[OH-].Cl>O1CCOCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[O:12][CH:13]([CH2:14][F:15])[CH2:16][F:17])[C:5]([OH:7])=[O:6]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 67248585Methyl 3-chloro-4-(1,3-difluoropropan-2-yloxy)benzoate

Produkt 1

HCID 672488443-Chloro-4-(1,3-difluoropropan-2-yloxy)benzoic acidAusbeute 79,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
30 °C

Versuchsvorschrift

To a solution of methyl 3-chloro-4-(1,3-difluoropropan-2-yloxy)benzoate (2.00 g, 7.56 mmol) in dioxane (15.11 mL) was added LiOH (1.0 M aq, 22.67 mL, 22.67 mmol). The reaction was stirred at 30° C. for 1.5 h in a 1 L round-bottomed flask. The reaction was cooled to room temperature and poured into 1 N HCl. A precipitate was formed and filtered by vacuum filtration to give the title compound (1.5 g) as a white solid. LCMS m/z=250.9 [M+H]+.

Aufarbeitung

  1. temperatureThe reaction was cooled to room temperature
  2. customA precipitate was formed
  3. filtrationfiltered by vacuum filtration

Quellen und Nachweise

ORD-Eintrag
ord-59cd0d9240264e5eb7f9072b11d623e7
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08415484B2

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