반응 #591123

반응 방정식

SnCl2.2H2O

3-[2-methyl-4-(4-nitro-benzenesulfonyl)-phenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

NaHCO3

→

4-(3-methyl-4-pyrrolidin-3-yl-benzenesulfonyl)-phenylamine

수율 83.3%

용매

isopropanol

반응 조건

후처리

1. 1
   기타prepared
2. 2
   온도The reaction mixture was then cooled to 0° C.
3. 3
   기타The gelatinous material obtained
4. 4
   여과was filtered
5. 5
   기타the solvent was evaporated under reduced pressure
6. 6
   기타The crude material was purified via flash chromatography (DCM/MeOH/NH4OH)

실험 절차

SnCl2.2H2O (1.74 g, 7.726 mmol) was added to a solution of 3-[2-methyl-4-(4-nitro-benzenesulfonyl)-phenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester (0.69 g, 1.545 mmol) (prepared following the procedure described in Example 3) in isopropanol (20 mL) and the mixture was stirred at 75° C. for 2 hours. The reaction mixture was then cooled to 0° C. and a saturated solution of NaHCO3 was added. The gelatinous material obtained was filtered and the solvent was evaporated under reduced pressure. The crude material was purified via flash chromatography (DCM/MeOH/NH4OH) to give 0.407 g (83% yield) of 4-(3-methyl-4-pyrrolidin-3-yl-benzenesulfonyl)-phenylamine as a white foam: MS (M+H)=317.

출처