4-Benzyloxy-6-[2-(3,4-dibenzyloxyphenyl)-2-hydroxyethyl]-2H-pyran-2-one → 4-Hydroxy-6-[2-(3,4-dihydroxyphenyl)-2-hydroxyethyl]-2H-pyran-2-one

HRID 2911

Reaktionsgleichung

Reaktionsgleichung von HRID 2911
C([O:8][C:9]1[CH:14]=[C:13]([CH2:15][CH:16]([C:18]2[CH:23]=[CH:22][C:21]([O:24]CC3C=CC=CC=3)=[C:20]([O:32]CC3C=CC=CC=3)[CH:19]=2)[OH:17])[O:12][C:11](=[O:40])[CH:10]=1)C1C=CC=CC=1.[H][H]>C(O)C.[Ni]>[OH:8][C:9]1[CH:14]=[C:13]([CH2:15][CH:16]([C:18]2[CH:23]=[CH:22][C:21]([OH:24])=[C:20]([OH:32])[CH:19]=2)[OH:17])[O:12][C:11](=[O:40])[CH:10]=1

Komponenten

5

Edukt 2

HCID 196880744-Benzyloxy-6-[2-(3,4-dibenzyloxyphenyl)-2-hydroxyethyl]-2H-pyran-2-oneHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 867523204-Hydroxy-6-[2-(3,4-dihydroxyphenyl)-2-hydroxyethyl]-2H-pyran-2-oneAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

35.6 g (66.6 mmol) 4-benzyloxy-6-[2-[3,4-dibenzyloxyphenyl)-2-hydroxy-ethyl)]-2H-pyran-2-one (VI) was hydrogenated for 6 hours at room temperature under a hydrogen pressure of 44 mbar in 1200 ml ethanol using 10 g W2 Raney nickel. After taking up 4.4 l hydrogen the catalyst was removed by suction filtration and it was rewashed several times with tetrahydrofuran. The evaporated filtrates yielded 12.2 g (70%) VII after triturating with ether, melting point 153° C. (decomp.).

Aufarbeitung

  1. customwas removed by suction filtration and it

Quellen und Nachweise

ORD-Eintrag
ord-65ca9c80774841d78cc6437f7406abeb
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05731344

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