반응 #47892

반응 방정식

ammonium chloride

4-methoxy-but-3-en-2-one

lithium hexamethyldisilazide

4-iodobenzoylchloride

→

1-(4-Iodo-phenyl)-5-methoxy-pent-4-ene-1,3-dione

용매

THF

THF

반응 조건

후처리

1. 1
   온도The resulting mixture is slowly heated to ambient temperature
2. 2
   workup.STIRRINGstirred for 1 h
3. 3
   추출the resulting suspension is extracted with ethyl acetate
4. 4
   추출The organic phase is extracted twice with an aqueous solution of ammonium chloride
5. 5
   건조dried over sodium sulfate
6. 6
   기타evaporated
7. 7
   기타The crude oily product is transferred to the next step without any further purification

실험 절차

In a 1 ltr flask is cooled a solution of lithium hexamethyldisilazide (50 ml, 1.5 M) in THF (250 ml) to −75° C. During a period of 1 h is added 4-methoxy-but-3-en-2-one (6 ml). The mixture is stirred for 1 h at −70° C. A solution of 4-iodobenzoylchloride (7.2 g) in THF (250 ml) is added to the above mixture during 1 h at −70° C. The resulting mixture is slowly heated to ambient temperature and stirred for 1 h. Subsequently, the mixture is added to a cold aqueous solution of ammonium chloride and the resulting suspension is extracted with ethyl acetate. The organic phase is extracted twice with an aqueous solution of ammonium chloride, dried over sodium sulfate and evaporated. The crude oily product is transferred to the next step without any further purification.

출처