반응 #1321
ord-2fe08cc9e6c748808fe5a8679bdd3bfb
반응 방정식
반응 조건
후처리
- 1농축concentrated in vacuo
- 2기타partitioned between 200 ml of water and 250 ml of ethyl ether
- 3기타the layers were separated
- 4세척The aqueous phase was washed with 2×150 ml-portions of ethyl ether
- 5세척washed once with 75 ml of brine solution
- 6건조dried over MgSO4
- 7여과filtered
- 8농축concentrated in vacuo to a yellow solid
- 9기타Purification by flash chromatography (silica, 10% ethyl acetate in hexane)
실험 절차
To a suspension of 23.38 g (94.2 mmol) of 6-iodonicotinic acid in 100 ml of dichloromethane was added a solution of 19.86 g (103.6 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride in 250 ml of dichloromethane. To this suspension was added 12.40 g (15.8 ml, 269.3 mmol) of ethanol (95%) and 1.15 g (9.4 mmol) of 4-dimethylaminopyridine. The resulting solution mixture was then heated at 50° C. in an oil bath for 24.5 hours, concentrated in vacuo, partitioned between 200 ml of water and 250 ml of ethyl ether, and the layers were separated. The aqueous phase was washed with 2×150 ml-portions of ethyl ether. All organic phases were combined, washed once with 75 ml of brine solution, dried over MgSO4, filtered and concentrated in vacuo to a yellow solid. Purification by flash chromatography (silica, 10% ethyl acetate in hexane) yielded the title compound as a white solid.