تفاعل #64749

معادلة التفاعل

aniline

1-Methyl-5-(3-Amino-4-Methoxyphenyl)-2-Imidazolidinone

norcamphor

sodium

cyanoborohydride

NaOH

→

product

1-Methyl-5-[3-(Bicyclo[2.2.1]hept-2-ylamino)-4-Methoxyphenyl]-2-Imidazolidinone

المذيبات

ether

ethyl acetate

acetic acid

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONThe reaction is poured onto ice
2. 2
   استخلاصThe aqueous is extracted with methylene chloride
3. 3
   تجفيفdried over MgSO4
4. 4
   ترشيحfiltered
5. 5
   تركيزconcentrated vacuo
6. 6
   أخرىto afford a brown oil which
7. 7
   تركيزconcentrated in vacuo
8. 8
   أخرىto yield a white paste which

الإجراء التجريبي

The aniline of Example 51 (3.07 g, 17.95 mmol) is dissolved in 60 ml of glacial acetic acid and to this is added norcamphor 2.37 g, 21.54 mmol). The reaction is cooled to 5° C. and to it is added sodium, cyanoborohydride (1.36 g, 21.54 mmol). The reaction is poured onto ice and is pH adjusted to 7 with 1 normal NaOH solution. The aqueous is extracted with methylene chloride dried over MgSO4, filtered and concentrated vacuo to afford a brown oil which is flashed on SiO2 with ethyl acetate as the eluent. The appropriate fractions are combined and concentrated in vacuo to yield a white paste which is tritarted with ether to yield (0.57 g 10%) of the product as a white crystalline solid. MP=171°-174° C.

المصدر