تفاعل #726618

معادلة التفاعل

toluene

1-cyano-4-(tert-butylsulfonylamino)piperidine

4-phenyl-1,2-phenylenediamine

ytterbium triflate

→

title compound

المردود 32.4%

2-(4-tert-butylsulfonylaminopiperidin-1-yl)-5-phenylbenzimidazole

المردود 32.4%

المذيبات

ethyl acetate

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction mixture was cooled to room temperature
2. 2
   غسيلThe organic layer was washed with aqueous saturated sodium hydrogencarbonate solution and aqueous saturated sodium chloride solutions successively
3. 3
   تجفيفdried over anhydrous sodium sulfate
4. 4
   تركيزconcentrated under reduced pressure
5. 5
   أخرىThe residue was separated
6. 6
   أخرىpurified on a collective thin-layer chromatograph (chloroform:methanol=15:1)

الإجراء التجريبي

To the toluene solution (1 mL) containing 1-cyano-4-(tert-butylsulfonylamino)piperidine (22 mg) were added 4-phenyl-1,2-phenylenediamine (20 mg) and ytterbium triflate (20 mg), and the mixture was stirred in a sealed tube at 130° C. for 16 hrs. The reaction mixture was cooled to room temperature and diluted with ethyl acetate. The organic layer was washed with aqueous saturated sodium hydrogencarbonate solution and aqueous saturated sodium chloride solutions successively, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was separated and purified on a collective thin-layer chromatograph (chloroform:methanol=15:1) to give the title compound (12 mg).

المصدر