6-{2-[2-(2-{2-[2-(2-Benzyloxyethoxy)ethoxy]ethoxy}-ethoxy)-ethoxy]-ethoxy}-hexanoic acid ethyl ester → 6-{2-[2-(2-{2-[2-(2-Hydroxyethoxy)ethoxy]ethoxy}-ethoxy)ethoxy]-ethoxy}-hexanoic acid ethyl ester

HRID 50581Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 50581
[CH2:1]([O:3][C:4](=[O:36])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][CH2:11][CH2:12][O:13][CH2:14][CH2:15][O:16][CH2:17][CH2:18][O:19][CH2:20][CH2:21][O:22][CH2:23][CH2:24][O:25][CH2:26][CH2:27][O:28]CC1C=CC=CC=1)[CH3:2]>C(O)C.[Pd]>[CH2:1]([O:3][C:4](=[O:36])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][CH2:11][CH2:12][O:13][CH2:14][CH2:15][O:16][CH2:17][CH2:18][O:19][CH2:20][CH2:21][O:22][CH2:23][CH2:24][O:25][CH2:26][CH2:27][OH:28])[CH3:2]

Komponenten

4

Edukt 1

HCID 687199766-{2-[2-(2-{2-[2-(2-Benzyloxyethoxy)ethoxy]ethoxy}-ethoxy)-ethoxy]-ethoxy}-hexanoic acid ethyl ester

Produkt 1

HCID 865870286-{2-[2-(2-{2-[2-(2-Hydroxyethoxy)ethoxy]ethoxy}-ethoxy)ethoxy]-ethoxy}-hexanoic acid ethyl esterAusbeute 79 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

Non-polydispersed benzyl ether 18 (1.03 g, 2.0 mmol) was dissolved in 25 ml ethanol. To this solution was added 270 mg 10% Pd/C, and the mixture was placed under a hydrogen atmosphere and stirred for four hours, at which time TLC showed the complete disappearance of the starting material. The reaction mixture was filtered through Celite 545 to remove the catalyst, and the filtrate was concentrated in vacuo to yield the non-polydispersed title compound as a clear oil (0.67 g, 79%). FAB MS: m/e 425 (M+H), 447 (M+Na).

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through Celite 545
  2. customto remove the catalyst
  3. concentrationthe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-fe6c659314244edea28c992daff6859d
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06713452B2

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