Lithium Hydroxide → HCID 10220726, Verbindung

HRID 2119429Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2119429
[OH:1][CH:2]([C:8]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH3:9])[C:3]([O:5]CC)=[O:4].[Li+].[OH-]>C1COCC1.O>[OH:1][CH:2]([C:8]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)([C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)[CH3:9])[C:3]([OH:5])=[O:4]

Komponenten

5

Edukt 2

HCID 3939Lithium HydroxideHCID 15839201HCID 15839201, Verbindung

Produkt 1

HCID 10220726HCID 10220726, VerbindungAusbeute 50,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

1.75 g (6.2 mmol) of ethyl 2-hydroxy-3,3-diphenylbutyrate were dissolved in 10 ml of THF, and a solution of 0.23 g (9.3 mmol) of LiOH in 6 ml of water was added. The mixture was stirred at room temperature for 16 hours and at 40° C. for 4 hours. The mixture was subsequently concentrated under reduced pressure, taken up in water and washed with ethyl acetate. This was followed by acidification with HCl and extraction three times with ethyl acetate. The combined ethyl acetate phases were dried with MgSO4, and the solvent was stripped off under reduced pressure. The residue was chromatographed on silica gel with CH2Cl2/MeOH (2:1). 0.80 g (50%) of 2-hydroxy-3,3-diphenylbutyric acid was obtained.

Aufarbeitung

  1. concentrationThe mixture was subsequently concentrated under reduced pressure
  2. washwashed with ethyl acetate
  3. extractionThis was followed by acidification with HCl and extraction three times with ethyl acetate
  4. dry with materialThe combined ethyl acetate phases were dried with MgSO4
  5. customThe residue was chromatographed on silica gel with CH2Cl2/MeOH (2:1)

Quellen und Nachweise

ORD-Eintrag
ord-8b9ebabd5ab847fc8539eed29b7d4468
Quelldatensatz
uspto-grants-2004_02
Patentnummer
US06686369B1

Notizen zur Reaktion

Wird geladen…