Réaction #1260

Équation de réaction

(-)-2-(4-(4-hydroxy-5,5,5-trifluoro-1-pentyl)phenyl)-5-decyloxypyrimidine

nonanoyl chloride

→

4-(4-nonanoyloxy-5,5,5-trifluoro-1-pentyl) phenyl-5-decyloxypyrimidine

Solvants

toluene

pyridine

Conditions de réaction

Traitement

1. 1
   Lavagethe toluene layer was washed with 4N hydrochloric acid, water
2. 2
   Concentrationa 5% sodium bicarbonate solution and water successively in that order and concentrated under reduced pressure
3. 3
   AutreThe residue was purified by silica gel column chromatography

Mode opératoire

1.1 g (2.5 mmol) of (-)-2-(4-(4-hydroxy-5,5,5-trifluoro-1-pentyl)phenyl)-5-decyloxypyrimidine was dissolved in 10 ml of pyridine, followed by addition of 0.53 g (3 mmol) of nonanoyl chloride and 2-hour reaction at 20°-30° C. The reaction mixture was diluted with 100 ml of toluene, and the toluene layer was washed with 4N hydrochloric acid, water, a 5% sodium bicarbonate solution and water successively in that order and concentrated under reduced pressure. The residue was purified by silica gel column chromatography using toluene/ethyl acetate as eluent to obtain 1.25 g of (+)-2-(4-(4-nonanoyloxy-5,5,5-trifluoro-1-pentyl) phenyl-5-decyloxypyrimidine.

Source