Hydrochloric Acid → 1-[3,5-Bis(trifluoromethyl)phenyl]cyclopropanecarboxylic acid

HRID 2047445Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2047445
[F:1][C:2]([F:21])([F:20])[C:3]1[CH:4]=[C:5]([C:13]2([C:16]([O:18]C)=[O:17])[CH2:15][CH2:14]2)[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.[OH-].[Na+].Cl>CO>[F:1][C:2]([F:20])([F:21])[C:3]1[CH:4]=[C:5]([C:13]2([C:16]([OH:18])=[O:17])[CH2:15][CH2:14]2)[CH:6]=[C:7]([C:9]([F:11])([F:12])[F:10])[CH:8]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21955134Methyl 1-[3,5-Bis(trifluoromethyl)phenyl]cyclopropanecarboxylate

Produkt 1

HCID 219552021-[3,5-Bis(trifluoromethyl)phenyl]cyclopropanecarboxylic acidAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a solution of the compound (1.80 g) obtained in step 2 in methanol (10 mL) was added 8N aqueous sodium hydroxide solution (10 mL), and the mixture was stirred at 60° C. for 1.5 hr. The reaction mixture was cooled, and the mixture was acidified with 6N hydrochloric acid, and methanol was evaporated under reduced pressure. The residue was extracted twice with ethyl acetate, dried and concentrated under reduced pressure to give the title compound (1.39 g, 81%) as a white powder.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled
  2. customwas evaporated under reduced pressure
  3. extractionThe residue was extracted twice with ethyl acetate
  4. customdried
  5. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-2ab5f1f22a8540adb4977d1f9ea2ebee
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08592454B2

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