Reaktion #458245

Reaktionsgleichung

tricyclo[3.3.1.13,7 ]decane-1-carbonyl chloride

3-phenoxybenzyl alcohol

pyridine

→

oily material

Ausbeute 98.7%

3-phenoxybenzyl tricyclo[3.3.1.13,7 ]decane-1-carboxylate

Ausbeute 98.7%

Lösungsmittel

benzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThen the reaction was terminated
2. 2
   SonstigeThe resulting pyridine hydrochloride was removed by filtration
3. 3
   Waschenthe filtrate was thoroughly washed with 1N hydrochloric acid, 5% sodium carbonate
4. 4
   Trocknensaturated saline solution, and dried over sodium sulfate
5. 5
   SonstigeThe solvent was removed

Vorschrift

1 g (5.03 mmol) of tricyclo[3.3.1.13,7 ]decane-1-carbonyl chloride, 1.01 g (5.04 mmol) of 3-phenoxybenzyl alcohol and 0.08 g (10.07 mmol) of anhydrous pyridine were dissolved in 30 ml of anhydrous benzene. The mixture was stirred at room temperature for 66 hours. Then the reaction was terminated. The resulting pyridine hydrochloride was removed by filtration and the filtrate was thoroughly washed with 1N hydrochloric acid, 5% sodium carbonate and then saturated saline solution, and dried over sodium sulfate. The solvent was removed to obtain 1.8 g of an oily material. Purification by column chromatography on silica gel employing a developer consisting of n-hexane and benzene (1:1) gave 1.69 g (yield 93%) of a colorless oily material.

Quelle