반응 #321848

반응 방정식

cyclopropylmagnesium bromide

5H-dibenzo[a,d]cyclohepten-5-one

ammonium chloride

→

5-cyclopropyl-5H-dibenzo[a,d]cyclohepten-5-ol

용매

water

THF

THF

반응 조건

후처리

1. 1
   workup.ADDITIONwhen addition
2. 2
   온도was heated
3. 3
   온도at reflux for 30 minutes
4. 4
   온도The reaction mixture was cooled on an ice-bath
5. 5
   추출extracted with diethyl ether (2×50 ml)
6. 6
   세척The combined organic extracts were washed with water
7. 7
   건조dried (Na2SO4)
8. 8
   기타the solvent was evaporated in vacuo

실험 절차

A solution of cyclopropylmagnesium bromide in dry THF (prepared from cyclopropylbromide (8.0 g, 0.067 mol), magnesium turnings (1.3 g, 0.053 mol) and dry THF (35 ml)) was placed under an atmosphere of nitrogen. A solution of 5H-dibenzo[a,d]cyclohepten-5-one (6.0 g, 0.028 mol) in dry THF (15 ml) was added dropwise and when addition was complete the mixture was heated at reflux for 30 minutes. The reaction mixture was cooled on an ice-bath and saturated ammonium chloride (35 ml) was carefully added. The mixture was diluted with water (50 ml) and extracted with diethyl ether (2×50 ml). The combined organic extracts were washed with water, dried (Na2SO4) and the solvent was evaporated in vacuo to give 8.6 g of crude 5-cyclopropyl-5H-dibenzo[a,d]cyclohepten-5-ol.

출처