5-Bromo-2-[2-(4-methoxyphenyl)vinyl]benzofuran → 5-Bromo-2-[2-(4-methoxyphenyl)ethyl]benzofuran

HRID 53969Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 53969
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([CH:10]=[CH:11][C:12]3[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=3)=[CH:7][C:6]=2[CH:20]=1>O1CCCC1.C(O)C.[Pt](=O)=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([CH2:10][CH2:11][C:12]3[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=3)=[CH:7][C:6]=2[CH:20]=1

Komponenten

5

Edukt 1

HCID 537809305-Bromo-2-[2-(4-methoxyphenyl)vinyl]benzofuran

Produkt 1

HCID 218443105-Bromo-2-[2-(4-methoxyphenyl)ethyl]benzofuranAusbeute 75,4 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 345198Adams' catalystKatalysatorHCID 702EthanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

128 g of 5-bromo-2-[2-(4-methoxyphenyl)vinyl]benzofuran as a mixture of two stereoisomers was dissolved in a solvent mixture of 1.3 l of tetrahydrofuran and 0.7 l of ethanol. The resulting solution was mixed with 3.0 g of platinum dioxide and subjected to 4 hours of catalytic hydrogenation undernormal pressure. Thereafter, the catalyst was removed by filtration, the resulting filtrate was concentrated, and crystals thus precipitated were collected by filtration and washed with ethanol. In this way, 97.08 g of 5-bromo-2-[2-(4-methoxyphenyl)ethyl]benzofuran was obtained.

Aufarbeitung

  1. customThereafter, the catalyst was removed by filtration
  2. concentrationthe resulting filtrate was concentrated
  3. customcrystals thus precipitated
  4. filtrationwere collected by filtration
  5. washwashed with ethanol

Quellen und Nachweise

ORD-Eintrag
ord-9ec95cac91ae4b4c8aea3a09fdf7d211
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05620991

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