HCID 86673913, Verbindung → HCID 71008555, Verbindung

HRID 1887478Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1887478
[CH2:1]([N:5]([C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17]([F:20])([F:19])[F:18])=[CH:12][CH:11]=1)[C:6](=[O:9])[CH:7]=[CH2:8])[CH2:2]C=C>C(Cl)Cl.Cl[Ru](=CC1C=CC=CC=1)([P](C1CCCCC1)(C1CCCCC1)C1CCCCC1)([P](C1CCCCC1)(C1CCCCC1)C1CCCCC1)Cl>[F:20][C:17]([F:18])([F:19])[O:16][C:13]1[CH:12]=[CH:11][C:10]([N:5]2[CH2:1][CH2:2][CH:8]=[CH:7][C:6]2=[O:9])=[CH:15][CH:14]=1

Komponenten

4

Edukt 1

HCID 86673913HCID 86673913, Verbindung

Produkt 1

HCID 71008555HCID 71008555, VerbindungAusbeute 89,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178479819HCID 178479819, VerbindungKatalysatorHCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
45 °C

Versuchsvorschrift

To N-But-3-enyl-N-(4-trifluoromethoxy-phenyl)-acrylamide (0.8 g, 2.6 mmol) in DCM (20 mL) was added Grubbs catalyst (0.12 g, 0.14 mmol) and the mixture was heated to 45° C. overnight. The solvent was removed by reduced pressure and the residue was purified by silica gel column chromatography (eluting with petroleum ether/ethyl acetate=10/1) to afford the title compound (0.6 g, 82%). 1H NMR (300 MHz, CDCl3): δ 7.35-7.21 (m, 4H), 6.74-6.71 (m, 1H), 6.07-6.05 (m, 1H), 3.87-3.82 (m, 2H), 2.57-2.51 (m, 2H); LC-MS: [M+1]+ 258.1.

Aufarbeitung

  1. customThe solvent was removed by reduced pressure
  2. customthe residue was purified by silica gel column chromatography (eluting with petroleum ether/ethyl acetate=10/1)

Quellen und Nachweise

ORD-Eintrag
ord-20665a843333480e9706746c041fd409
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08501768B2

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