반응 #62094

반응 방정식

2-[4-(Benzyloxy)phenyl]ethanethiol

methyl 2-chloro-3-[4-(2-{4-[(methylsulfonyl)oxy]phenoxy}ethyl)phenyl]propanoate

potassium carbonate

→

desired product

수율 80.9%

Methyl 2-({2-[4-(benzyloxy)phenyl]ethyl}thio)-3-[4-(2-{4-[(methylsulfonyl)oxy]-phenoxy}ethyl)phenyl]propanoate

수율 80.9%

용매

DMF

반응 조건

후처리

1. 1
   기타The solvent was evaporated under reduced pressure
2. 2
   workup.DISSOLUTIONthe residue was dissolved in toluene
3. 3
   세척The organic phase was washed (water, brine)
4. 4
   건조dried (MgSO4)
5. 5
   기타evaporated
6. 6
   기타purification by preparative HPLC
7. 7
   workup.ADDITIONcontaining 0.1M NH4OAc

실험 절차

2-[4-(Benzyloxy)phenyl]ethanethiol (334 mg, 1.4 mmol), methyl 2-chloro-3-[4-(2-{4-[(methylsulfonyl)oxy]phenoxy}ethyl)phenyl]propanoate (394 mg, 0.95 mmol) and potassium carbonate (189 mg, 1.4 mmol) were dissolved in 14 ml dry DMF and stirred under nitrogen atmosphere at room temperature overnight. The solvent was evaporated under reduced pressure and the residue was dissolved in toluene. The organic phase was washed (water, brine), dried (MgSO4) and evaporated. Futher purification by preparative HPLC using a gradient of CH3CN/5% CH3CN-waterphase containing 0.1M NH4OAc gave 477 mg of the desired product (yield 75%).

출처