Reaktion #43975

Reaktionsgleichung

toluene

water

2-(2,3,4,5-tetramethylcyclopentadienyl)benzaldehyde

sodium borohydride

→

2-(2,3,4,5-tetramethylcyclopentadienyl)benzylalcohol

Ausbeute 97.7%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeto separate an organic layer
2. 2
   TrocknenThe organic layer was dried over sodium sulfate
3. 3
   workup.DISTILLATIONthe solvent was then distilled off

Vorschrift

To a solution of 2-(2,3,4,5-tetramethylcyclopentadienyl)benzaldehyde (2.26 g, 10.0 mmol) in ethanol (29.0 mL) was added sodium borohydride (0.42 g, 11.0 mmol) at room temperature and the mixture was stirred for 3 hrs. To the reaction mixture solution were added toluene (20.0 mL) and deionized water (20.0 mL) to separate an organic layer and an aqueous layer. The organic layer was dried over sodium sulfate and the solvent was then distilled off to give 2-(2,3,4,5-tetramethylcyclopentadienyl)benzylalcohol (2.23 g, yield 96.0%) as a pale oily substance.

Quelle