반응 #215629

반응 방정식

N-propargylphthalimide

triphenylphosphine

5-chloro-2-iodobenzophenone

diethylamine

→

1-[4-Chloro-2-benzoylphenyl]-3-phthalimidopropyne

용매

methylene chloride

반응 조건

후처리

1. 1
   기타was obtained
2. 2
   workup.STIRRINGthe resulting mixture stirred for 20 hr
3. 3
   기타The volatiles were removed at reduced pressure
4. 4
   기타the residue was triturated with 200 ml of iospropanol
5. 5
   여과The resulting precipitate was collected by filtration
6. 6
   기타to give crude end product
7. 7
   기타Recrystallization from acetone
8. 8
   기타gave cream colored prisms, mp 148°-150° C.

실험 절차

A mixture of 0.71 g (4.0 mmole) of palladium chloride, 2.1 g (8.0 mmole) of triphenylphosphine, 0.80 g (4.2 mmole) of cuprous iodide, 68.8 g (0.20 mole) of 5-chloro-2-iodobenzophenone, 200 ml of diethylamine, and 400 ml of methylene chloride was stirred at room temperature under argon until complete solution was obtained. In one portion, 40.0 g (0.22 mole) of N-propargylphthalimide was added to the solution and the resulting mixture stirred for 20 hr. The volatiles were removed at reduced pressure and the residue was triturated with 200 ml of iospropanol. The resulting precipitate was collected by filtration to give crude end product. Recrystallization from acetone gave cream colored prisms, mp 148°-150° C.

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