반응 #321846

반응 방정식

hydrochloric acid

cyclopropylmagnesium bromide

10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one

ammonium chloride

→

5-cyclopropyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ol

용매

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 (2×200 ml)
6. 6
   건조The combined organic extracts were dried (Na2SO4)
7. 7
   기타the solvent was evaporated in vacuo

실험 절차

A solution of cyclopropylmagnesium bromide in dry THF (prepared from cyclopropylbromide (12.1 g, 0.10 mol), magnesium turnings (2.45 g, 0.10 mol) and dry THF (65 ml)) was placed under an atmosphere of nitrogen. A solution of 10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-one (10.4 g, 0.05 mol) in dry THF (25 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 (50 ml) was carefully added. The mixture was neutralized with 2N hydrochloric acid and extracted with diethyl ether (2×200 ml). The combined organic extracts were dried (Na2SO4) and the solvent was evaporated in vacuo to give 13.1 g of crude 5-cyclopropyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ol.

출처