反応 #607461

反応方程式

3-(2-chloroethyl) quinazoline-4 (3H)-one

sodium carbonate

sodium iodide

HCl

1-(3-(trifluoromethyl)phenyl)piperazine

→

3-(2-(4-(3-(trifluoromethyl)phenyl)piperazine-1-yl)ethyl)quinazoline-4 (3H)-one hydrochloride

収率 69.0%

溶媒

isopropanol

ethanol

toluene

反応条件

後処理

1. 1
   workup.ADDITIONThe following were added to a 250 mL reactor
2. 2
   その他were removed slowly with the assistance of a Dean-Stark
3. 3
   workup.ADDITIONTo the resulting mixture, 100 mL of an aqueous solution of acetic acid were added at 10% and 150 mL of ethyl acetate
4. 4
   その他the organic phase separated
5. 5
   洗浄washed with 2 portions of 50 mL of a 5% sodium bicarbonate solution
6. 6
   乾燥dry with MgSO4
7. 7
   ろ過filtered
8. 8
   その他evaporated to dryness
9. 9
   その他yielding the raw product as a slightly yellowish oil
10. 10
    温度This agitation was maintained for two hours in order
11. 11
    その他the precipitation of the hydrochloride
12. 12
    ろ過The resulting solid was filtered
13. 13
    その他vacuum dried

実験手順

The following were added to a 250 mL reactor: 3-(2-chloroethyl) quinazoline-4 (3H)-one (1 g, 4.79 mmol), 1-(3-(trifluoromethyl)phenyl)piperazine (1,103 g, 4.79 mmol), sodium carbonate (0.762 g, 7.19 mmol), sodium iodide (0.072 g, 0.479 mmol), ethanol (50 ml) and toluene (150 ml). The reaction medium was kept under agitation and reflux for a period of twenty hours, during which 150 ml of the solvent were removed slowly with the assistance of a Dean-Stark. To the resulting mixture, 100 mL of an aqueous solution of acetic acid were added at 10% and 150 mL of ethyl acetate. The mixture was agitated, the organic phase separated, washed with 2 portions of 50 mL of a 5% sodium bicarbonate solution, dry with MgSO4, filtered and evaporated to dryness, yielding the raw product as a slightly yellowish oil. This oil was dissolved in isopropanol, adding 2 mL of concentrated HCl under agitation to the resulting solution. This agitation was maintained for two hours in order to complete the precipitation of the hydrochloride. The resulting solid was filtered and vacuum dried, yielding 1.45 g of 3-(2-(4-(3-(trifluoromethyl)phenyl)piperazine-1-yl)ethyl)quinazoline-4 (3H)-one hydrochloride (3.3 mmol, yield=69%).

出典