反応 #62094

反応方程式

2-[4-(Benzyloxy)phenyl]ethanethiol

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

potassium carbonate

→

desired product

収率 80.9%

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

収率 80.9%

溶媒

DMF

反応条件

後処理

1. 1
   その他The solvent was evaporated under reduced pressure
2. 2
   workup.DISSOLUTIONthe residue was dissolved in toluene
3. 3
   洗浄The organic phase was washed (water, brine)
4. 4
   乾燥dried (MgSO4)
5. 5
   その他evaporated
6. 6
   その他purification by preparative HPLC
7. 7
   workup.ADDITIONcontaining 0.1M NH4OAc

実験手順

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%).

出典