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Methyl 10-(2-hydroxy-3,4-dimethoxy-6-methylphenyl)-10-oxodecanoate → Methyl 10-(2-hydroxy-3,4-dimethoxy-6-methylphenyl)decanoate

HRID 647042
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 647042
[OH:1][C:2]1[C:21]([O:22][CH3:23])=[C:20]([O:24][CH3:25])[CH:19]=[C:18]([CH3:26])[C:3]=1[C:4]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([O:16][CH3:17])=[O:15])=O.[H][H]>C(O)(=O)C.[Pd]>[OH:1][C:2]1[C:21]([O:22][CH3:23])=[C:20]([O:24][CH3:25])[CH:19]=[C:18]([CH3:26])[C:3]=1[CH2:4][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([O:16][CH3:17])=[O:15]
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Komponenten

5

Edukt 2

HCID 12906141Methyl 10-(2-hydroxy-3,4-dimethoxy-6-methylphenyl)-10-oxodecanoateHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 12824095Methyl 10-(2-hydroxy-3,4-dimethoxy-6-methylphenyl)decanoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A solution of methyl 9-(2'-hydroxy-3',4'-dimethoxy-6'-methylbenzoyl)nonanoate (formula II-1 wherein R=H3CO, X=H, Y=OH, n=8, in the form of methyl ester) (0.12 part) in acetic acid (17 volume parts) was shaken with 5% palladium-on-carbon in a current of hydrogen gas at 50°-60° C. The catalyst was removed by filtration and the acetic acid was distilled off under reduced pressure. The residue was subjected to column chromatography on silicic acid (6 parts and elution was carried out with chloroform. The procedure provided methyl 10-(2'-hydroxy-3',4'-dimethoxy-6'-methylphenyl)decanoate (formula II-2 wherein R=H3CO, X=H, Y=OH, n=8, in the form of methyl ester) (0.09 part) as a colorless oil.

Aufarbeitung

  1. customThe catalyst was removed by filtration
  2. distillationthe acetic acid was distilled off under reduced pressure
  3. wash6 parts and elution

Quellen und Nachweise

ORD-Eintrag
ord-d1ce3d413c084953b26960384959c1ed
Quelldatensatz
uspto-grants-1983_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04407757

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