반응 #423758

반응 방정식

1-bromo-3-(bromomethyl)-adamantane

4-iodopyrazole

sodium hydride

→

title compound

1-[(3-bromotricyclo[3.3.1.13,7]dec-1-yl)methyl]-4-iodo-1H-pyrazole

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   기타The reaction mixture was partitioned between water and ethyl acetate
2. 2
   추출The aqueous layer was extracted with additional ethyl acetate twice
3. 3
   세척The combined organic layers were washed three times with water
4. 4
   세척washed with brine
5. 5
   건조dried over MgSO4
6. 6
   여과filtered
7. 7
   농축concentrated
8. 8
   기타The residue was purified by flash column chromatography on silica gel eluting with 10% ethyl acetate in hexanes

실험 절차

A mixture of 1-bromo-3-(bromomethyl)-adamantane (1.0 g) and 4-iodopyrazole (0.63 g) in N,N-dimethylformamide (10 mL) was cooled to 0° C. To this solution was added 60% sodium hydride (0.20 g). The solution was stirred at 65° C. overnight. The reaction mixture was partitioned between water and ethyl acetate. The aqueous layer was extracted with additional ethyl acetate twice. The combined organic layers were washed three times with water, washed with brine, dried over MgSO4, filtered, and concentrated. The residue was purified by flash column chromatography on silica gel eluting with 10% ethyl acetate in hexanes to provide the title compound.

출처