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

HRID 1738683Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1738683
[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 under normal 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-61baa9083f88402198f2e4ed6d67c93d
Quelldatensatz
uspto-grants-1999_10
Patentnummer
US05962695

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