Réaction #660207

Équation de réaction

hydrochloric acid

potassium carbonate

docosyl bromide

2-Hydroxy-9-fluorenone

→

2-docosyloxy-9-fluorenone

Rendement 96.0%

Solvants

DMF

Conditions de réaction

Traitement

1. 1
   AutreAfter completion of the reaction
2. 2
   Températurethe reaction mixture was cooled to room temperature
3. 3
   Autrein a water bath to quench
4. 4
   Autrethe reaction
5. 5
   ExtractionThe mixture was extracted with chloroform (23 ml)
6. 6
   Lavagewashed once with 1N hydrochloric acid (7.5 ml) and 4 times with pure water (7.5 ml)
7. 7
   AutreThe solvent of the organic layer was evaporated
8. 8
   Autrethe residue was precipitated with methanol (10 ml)

Mode opératoire

2-Hydroxy-9-fluorenone (196 mg, 2.04 mmol) was dissolved in DMF (8 ml), potassium carbonate (423 mg, 3.06 mmol), and docosyl bromide (96%, 785 mg, 1.93 mmol) were added. The mixture was heated to 80° C. and stirred overnight. After completion of the reaction, the reaction mixture was cooled to room temperature, and 1N hydrochloric acid (4 ml) was added dropwise thereto in a water bath to quench the reaction. The mixture was extracted with chloroform (23 ml), and washed once with 1N hydrochloric acid (7.5 ml) and 4 times with pure water (7.5 ml). The solvent of the organic layer was evaporated, and the residue was precipitated with methanol (10 ml) to give 2-docosyloxy-9-fluorenone (934 mg, 1.85 mmol, 96%).

Source