تفاعل #54821

معادلة التفاعل

potassium carbonate

1-[2-Naphthoylmethyl]imidazole hydrochloride

p-toluenesulfonic acid monohydrate

2-mercaptoethanol

→

1-[2-naphthoylmethyl]imidazole ethylene

المذيبات

toluene

toluene

benzene

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONA pressure-equalized addition funnel filled
2. 2
   درجة الحرارةthe mixture heated
3. 3
   درجة الحرارةunder reflux
4. 4
   workup.ADDITIONThe resulting mixture is then added
5. 5
   استخلاصthe product extracted with ether (with filtration)
6. 6
   غسيلthe extracts washed
7. 7
   تجفيفdried (MgSO4)
8. 8
   أخرىevaporated
9. 9
   أخرىPurification by chromatography on silica gel eluting with ethyl acetate

الإجراء التجريبي

1-[2-Naphthoylmethyl]imidazole hydrochloride (540 mg) and p-toluenesulfonic acid monohydrate (570 mg) in toluene (10 ml) containing a little benzene are treated with 2-mercaptoethanol (4 ml). A pressure-equalized addition funnel filled with activated 4 A molecular sieves in toluene is placed above the flask as a modified Dean-Stark trap and the mixture heated under reflux with stirring for 18 hours. The resulting mixture is then added with stirring to excess aqueous potassium carbonate, the product extracted with ether (with filtration) and the extracts washed, dried (MgSO4) and evaporated. Purification by chromatography on silica gel eluting with ethyl acetate gives pure 1-[2-naphthoylmethyl]imidazole ethylene hemithioketal.

المصدر