تفاعل #11357

معادلة التفاعل

ammonium chloride

5-Benzyloxy-2-ethoxybenzonitrile

Trimethylaluminum

hexane

→

3-Benzyloxy-6-ethloxybenzamidine hydrochloride

المذيبات

toluene

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe mixture is cooled to 0–5° C
2. 2
   workup.STIRRINGthe mixture is stirred at 80° C. overnight
3. 3
   أخرىThe cooled reaction mixture
4. 4
   درجة الحرارةcooling
5. 5
   workup.STIRRINGthe mixture is stirred for 30 min
6. 6
   ترشيحThe mixture is filtered off with suction
7. 7
   غسيلthe filter cake is washed with methanol
8. 8
   تركيزconcentrated
9. 9
   أخرىThe resulting residue is triturated
10. 10
    workup.ADDITIONa mixture of dicloromethane/methanol 9:1
11. 11
    ترشيحfiltered
12. 12
    تركيزconcentrated
13. 13
    أخرىa rotary evaporator
14. 14
    أخرىThe residue is then triturated with ether
15. 15
    ترشيحthe colorless solid is filtered off with suction

الإجراء التجريبي

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.

المصدر