4-ethenyl-5-[4-(4-methoxyphenyl)piperazin-1-yl]-2,2,6,7-tetramethyl-1-benzofuran-3(2H)-one → 4-ethyl-5-[4-(4-methoxyphenyl)piperazin-1-yl]-2,2,6,7-tetramethyl-1-benzofuran-3(2H)-one

HRID 1850381Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1850381
[CH:1]([C:3]1[C:8]2[C:9](=[O:14])[C:10]([CH3:13])([CH3:12])[O:11][C:7]=2[C:6]([CH3:15])=[C:5]([CH3:16])[C:4]=1[N:17]1[CH2:22][CH2:21][N:20]([C:23]2[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=2)[CH2:19][CH2:18]1)=[CH2:2]>[C].[Pd].C(O)C>[CH2:1]([C:3]1[C:8]2[C:9](=[O:14])[C:10]([CH3:13])([CH3:12])[O:11][C:7]=2[C:6]([CH3:15])=[C:5]([CH3:16])[C:4]=1[N:17]1[CH2:22][CH2:21][N:20]([C:23]2[CH:24]=[CH:25][C:26]([O:29][CH3:30])=[CH:27][CH:28]=2)[CH2:19][CH2:18]1)[CH3:2]

Komponenten

4

Edukt 1

HCID 667602304-ethenyl-5-[4-(4-methoxyphenyl)piperazin-1-yl]-2,2,6,7-tetramethyl-1-benzofuran-3(2H)-one

Produkt 1

HCID 667596504-ethyl-5-[4-(4-methoxyphenyl)piperazin-1-yl]-2,2,6,7-tetramethyl-1-benzofuran-3(2H)-oneAusbeute 36,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

5% palladium carbon (50% water content, 100 mg) was added to a solution of ethanol (5 mL) containing 4-ethenyl-5-[4-(4-methoxyphenyl)piperazin-1-yl]-2,2,6,7-tetramethyl-1-benzofuran-3(2H)-one (100 mg, 0.246 mmol) synthesized in Reference Example 23, and the mixture was stirred under hydrogen atmosphere at room temperature for 20 hours. Palladium carbon was removed by filtration, and then the solvent was removed under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate 100:0 to 95:5) to give 36.7 mg of the title compound (yield: 36%).

Aufarbeitung

  1. customsynthesized in Reference Example 23
  2. customPalladium carbon was removed by filtration
  3. customthe solvent was removed under reduced pressure
  4. customThe obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate 100:0 to 95:5)

Quellen und Nachweise

ORD-Eintrag
ord-968c041f47864c9e9b033dbb12cca835
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08957069B2

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