Hydrochloric Acid → 4-(4-Oxo-4-phenyl-butyryl)-benzoic acid

HRID 1725177

Reaktionsgleichung

Reaktionsgleichung von HRID 1725177
C([O:3][C:4](=[O:23])[C:5]1[CH:10]=[CH:9][C:8]([C:11](=[O:22])[CH2:12][CH2:13][C:14](=[O:21])[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:7][CH:6]=1)C.[OH-].[K+].Cl>C1COCC1.O>[O:21]=[C:14]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH2:13][CH2:12][C:11]([C:8]1[CH:9]=[CH:10][C:5]([C:4]([OH:23])=[O:3])=[CH:6][CH:7]=1)=[O:22]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 44520324-(4-Oxo-4-phenyl-butyryl)-benzoic acid ethyl ester

Produkt 1

HCID 574236664-(4-Oxo-4-phenyl-butyryl)-benzoic acidAusbeute 45,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a solution of 6.17 g 4-(4-oxo-4-phenyl-butyryl)-benzoic acid ethyl ester from Step 1 in 100 mL THF was added a solution of 3.86 g (69 mmol) potassium hydroxide in 110 mL water. The reaction was heated to reflux for 4.5 hr and allowed to cool. The reaction was transferred to an Ehrlenmeyer flask and cooled to 0° C. in an ice bath. Concentrated hydrochloric acid was added dropwise until a solid precipitated. The solid was collected by filtration and dried to afford 2.59 g (9.1 mmol) 4-(4-oxo-4-phenyl-butyryl)-benzoic acid.

Aufarbeitung

  1. temperatureThe reaction was heated
  2. temperatureto reflux for 4.5 hr
  3. temperatureto cool
  4. customprecipitated
  5. filtrationThe solid was collected by filtration
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-8f7aa04846c84afba83fb4468b1efe6e
Quelldatensatz
uspto-grants-2009_02
Patentnummer
US07488832B2

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