반응 #312575

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4-Fluoro-4′-methoxy-benzophenone

4-fluoro-4′-methoxy-benzophenone

acetylene

Sodium acetylide

→

1-(4-fluorophenyl)-1-(4-methoxyphenyl)-2-propyn-1-ol

용매

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후처리

1. 1
   기타separated
2. 2
   추출the aqueous layer was extracted with three portions of diethyl ether (200 mL)
3. 3
   세척washed with saturated aqueous NH4Cl (200 mL), saturated aqueous NaCl (200 mL), and saturated aqueous sodium bicarbonate (200 mL)
4. 4
   건조The organic layer was dried over anhydrous sodium sulfate
5. 5
   기타evaporated to an amber colored oil

실험 절차

4-Fluoro-4′-methoxy-benzophenone from Step 1 (126.7 grams) and acetylene saturated N,N-dimethylformamide (380 mL) were combined in a reaction flask. Sodium acetylide solution (9 weight % in toluene, 343 grams) was added to the reaction mixture dropwise over 45 minutes. The reaction mixture was stirred at room temperature for 1 hour and then poured into ice water (600 mL). The layers were phase separated and the aqueous layer was extracted with three portions of diethyl ether (200 mL). The organic layers were combined and washed with saturated aqueous NH4Cl (200 mL), saturated aqueous NaCl (200 mL), and saturated aqueous sodium bicarbonate (200 mL). The organic layer was dried over anhydrous sodium sulfate and evaporated to an amber colored oil yielding 136.6 grams of 1-(4-fluorophenyl)-1-(4-methoxyphenyl)-2-propyn-1-ol. This material was not purified further but was used directly in the next step.

출처