Reaktion #595674

Reaktionsgleichung

potassium tert-butoxide

2-benzyl-5-methoxy-2,3,3a,8a-tetrahydro-1H-2-aza-cyclopenta[a]inden-8-one

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subtitle compound

2-Benzyl-5-methoxy-8-methylene-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole

Lösungsmittel

ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationthen filtered through celite
2. 2
   WaschenThe celite was washed with ether (200 mL)
3. 3
   Einengenthe filtrate was concentrated
4. 4
   SonstigeThe crude product was purified by column chromatography (SiO2)

Vorschrift

Methyltriphenylphosphonium bromide (18.1 g, 50.7 mmol) and potassium tert-butoxide (5.7 g, 50.7) were added to a solution of 2-benzyl-5-methoxy-2,3,3a,8a-tetrahydro-1H-2-aza-cyclopenta[a]inden-8-one (9.9 g, 33.8 mmol) in anhydrous ether (68 mL). The reaction mixture was stirred for 1 hour at room temperature then filtered through celite. The celite was washed with ether (200 mL), and the filtrate was concentrated. The crude product was purified by column chromatography (SiO2) using a 0-35% ethyl acetate-hexanes gradient to afford 8.1 g (82%−two steps) of the subtitle compound. MS calculated for C20H21NO+H: 292, observed: 292.

Quelle