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

HRID 864863Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 864863
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): δ1.25 (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-e22b9a3e3f6e40e198ef5a229e9e4fa1
Quelldatensatz
uspto-grants-1996_10
Patentnummer
US05563141

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