Reaktion #1079965

Reaktionsgleichung

2-adamantylcyclopentadiene

benzophenone

sodium methoxide

→

desired product

Ausbeute 71.5%

3-(2-adamantyl)-6,6-diphenylfulvene

Ausbeute 71.5%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.DISSOLUTIONOnce the solids had dissolved
2. 2
   FiltrationThe orange precipitate was collected by suction filtration
3. 3
   Waschenwashed with 50 mL ethanol
4. 4
   workup.STIRRINGThe air dried product was stirred in 100 methanol overnight
5. 5
   Filtrationthe solid was collected by suction filtration
6. 6
   Waschenwashed with 50 mL methanol
7. 7
   SonstigeDrying in vacuo for several hours

Vorschrift

A 250 mL round bottom flask was charged with 2-adamantylcyclopentadiene (10.24 g, 51.13 mmol), benzophenone (9.32 g, 51.13 mmol) and 100 mL absolute ethanol. Once the solids had dissolved, sodium methoxide (5.00 g, 92.6 mmol) was added and the reaction was stirred for five days. The orange precipitate was collected by suction filtration and washed with 50 mL ethanol. The air dried product was stirred in 100 methanol overnight and the solid was collected by suction filtration and washed with 50 mL methanol. Drying in vacuo for several hours provided 13.32 grams of desired product (71.5%). MS (GC-MS) m/z 364.5 (M+). Elemental analysis calculated for C28H28: C, 92.26; H, 7.74. Found: C, 87.05; H, 6.92.

Quelle