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 6621Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 6621
[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-baeec4a04db444d58f3d0e5cdc22f086
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07084114B2

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