HCID 18918301, Verbindung → Ethyl 3-(4-hydroxyphenoxy)butyrate

HRID 1291907Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1291907
C([O:8][C:9]1[CH:23]=[CH:22][C:12]([O:13][CH:14]([CH3:21])[CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:11][CH:10]=1)C1C=CC=CC=1.[H][H]>C(O)C.[Pd]>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([O:13][CH:14]([CH3:21])[CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:22][CH:23]=1

Komponenten

5

Edukt 2

HCID 18918301HCID 18918301, VerbindungHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 18918541Ethyl 3-(4-hydroxyphenoxy)butyrateAusbeute 93,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of the product of step (i) (4.5 g) in absolute ethanol (200 ml) was added 10% palladium-on-charcoal catalyst (1.2 g) and the resulting suspension hydrogenated at ambient temperature and pressure until uptake of hydrogen ceased. The catalyst was removed by filtration through celite and the filtrate was concentrated in vacuo to give ethyl 3-(4-hydroxyphenoxy)butyrate as a low-melting crystalline solid (3.0 g) NMR (d6DMSO) : δ 1.25 (3H,t); 1.8-2.0 (2H,m); 2.5 (2H,t); 3.9 (2H,t); 4.1 (2H,q); 6.7 (4H,m); 8.8 (1H,br.s); m/e 224 (M)+.

Aufarbeitung

  1. customhydrogenated at ambient temperature
  2. customThe catalyst was removed by filtration through celite
  3. concentrationthe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-becdf545e38b4f2b84bb96fd70492271
Quelldatensatz
uspto-grants-1998_05
Patentnummer
US05753659

Notizen zur Reaktion

Wird geladen…