Reaktion #1177034

Reaktionsgleichung

ethyl acetate hexane

2-bromo-1.3-dioxolane

1-Methylfluorene

BuLi

→

desired product

Ausbeute 96.6%

2-[2-(1-Methylfluoren-9-yl)ethyl]-1.3-dioxolane

Ausbeute 96.6%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGThe reaction mixture was stirred for 2 hr at room temperature
2. 2
   Sonstigethe THF was evaporated
3. 3
   workup.DISSOLUTIONThe residue was dissolved in ethyl acetate
4. 4
   WaschenThe solution was washed with water
5. 5
   Trocknendried over magnesium sulfate
6. 6
   workup.ADDITIONtreated with a coarse silica gel and Norit
7. 7
   Sonstigeevaporated

Vorschrift

1-Methylfluorene (3.2 g, 18.0 mmol) in 50 mL THF was charged with BuLi, 2.35M solution in hexanes (7.65 mL, 18.0 mmol) at -78° C. The reaction mixture was stirred for 2 hr at -78° C. then 2-bromo-1.3-dioxolane (3.6 g, 19.8 mmol) was added by a syringe. The reaction was monitored by TLC (silica, 10% ethyl acetate/hexane). The reaction mixture was stirred for 2 hr at room temperature then the THF was evaporated. The residue was dissolved in ethyl acetate. The solution was washed with water, dried over magnesium sulfate, treated with a coarse silica gel and Norit and evaporated to yield 4.8 g (96.6%) of the desired product.

Quelle