반응 #11357

반응 방정식

ammonium chloride

5-Benzyloxy-2-ethoxybenzonitrile

Trimethylaluminum

hexane

→

3-Benzyloxy-6-ethloxybenzamidine hydrochloride

용매

toluene

dichloromethane

반응 조건

후처리

1. 1
   온도the mixture is cooled to 0–5° C
2. 2
   workup.STIRRINGthe mixture is stirred at 80° C. overnight
3. 3
   기타The cooled reaction mixture
4. 4
   온도cooling
5. 5
   workup.STIRRINGthe mixture is stirred for 30 min
6. 6
   여과The mixture is filtered off with suction
7. 7
   세척the filter cake is washed with methanol
8. 8
   농축concentrated
9. 9
   기타The resulting residue is triturated
10. 10
    workup.ADDITIONa mixture of dicloromethane/methanol 9:1
11. 11
    여과filtered
12. 12
    농축concentrated
13. 13
    기타a rotary evaporator
14. 14
    기타The residue is then triturated with ether
15. 15
    여과the colorless solid is filtered off with suction

실험 절차

46.46 g of ammonium chloride (868.5 mol) are suspended in 650 ml of toluene, and the mixture is cooled to 0–5° C. Trimethylaluminum is added dropwise as a 2M solution in hexane (445 ml, 888.3 mmol), and the mixture is then stirred at room temperature until the evolution of gas has ceased. 5-Benzyloxy-2-ethoxybenzonitrile (100 g, 394.8 mmol) (example 32A) is added, and the mixture is stirred at 80° C. overnight. The cooled reaction mixture is with ice-cooling, added to a suspension of 200 g of silica gel and 2 l of dichloromethane, and the mixture is stirred for 30 min. The mixture is filtered off with suction and the filter cake is washed with methanol. The organic phases are combined and concentrated. The resulting residue is triturated using a mixture of dicloromethane/methanol 9:1, filtered and concentrated using a rotary evaporator. The residue is then triturated with ether, and the colorless solid is filtered off with suction.

출처