4-[2-(4-Bromophenyl)vinyl]-4-(t-butyldimethylsilanyloxymethyl)-2-methyl-4,5-dihydrooxazole → HCID 69430585, Verbindung

HRID 1375923Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1375923
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][C:10]2([CH2:16][O:17][Si:18]([C:21]([CH3:24])([CH3:23])[CH3:22])([CH3:20])[CH3:19])[CH2:14][O:13][C:12]([CH3:15])=[N:11]2)=[CH:4][CH:3]=1>C(O)C.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[Cl-].[Rh]>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]2([CH2:16][O:17][Si:18]([C:21]([CH3:24])([CH3:23])[CH3:22])([CH3:20])[CH3:19])[CH2:14][O:13][C:12]([CH3:15])=[N:11]2)=[CH:4][CH:3]=1

Komponenten

4

Edukt 1

HCID 694272274-[2-(4-Bromophenyl)vinyl]-4-(t-butyldimethylsilanyloxymethyl)-2-methyl-4,5-dihydrooxazole

Produkt 1

HCID 69430585HCID 69430585, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 84599Chlorotris(triphenylphosphine)rhodium(I)Lösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

4-[2-(4-Bromophenyl)vinyl]-4-(t-butyldimethylsilanyloxymethyl)-2-methyl-4,5-dihydrooxazole (3 mmol) is dissolved in ethanol (15 mL) and hydrogenated at atmospheric pressure in the presence of chlorotris(triphenylphosphine)rhodium(I) (10%). The mixture is stirred at 40° C. for 12 h. After filtration and concentration, the crude product is obtained as colorless oil, which is used directly in the next step without further purification. MS: (ES+): 412.1 (M+1)+.

Aufarbeitung

  1. filtrationAfter filtration and concentration

Quellen und Nachweise

ORD-Eintrag
ord-55a55965677246899646a33806a3884b
Quelldatensatz
uspto-grants-2007_01
Patentnummer
US07169817B2

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