반응 #2289442
ord-d38ecb33ba0041ccb3fe1e8bc83a0809
반응 방정식
반응물
시약
반응 조건
후처리
- 1기타The precipitate was removed by filtration
- 2농축the filtrate was concentrated under reduced pressure
- 3기타The obtained residue was purified by silica gel column chromatography (solvent gradient; 1→30% ethyl acetate/hexane)
실험 절차
To a suspension of LAH (0.92 g, 24.24 mmol) in THF (100 mL) was added a solution of ethyl trans-2-((tert-butyldiphenylsilyloxy)methyl)cyclopropanecarboxylate (21.4 g, 55.94 mmol) in THF (20 mL) at 0° C., and the mixture was stirred for 2 hr. To the reaction mixture were added successively water (0.92 mL), 15% aqueous sodium hydroxide solution (0.92 mL) and water (2.76 mL). The precipitate was removed by filtration, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent gradient; 1→30% ethyl acetate/hexane) to give trans-(2-((tert-butyldiphenylsilyloxy)methyl)cyclopropyl)methanol (14.16 g, 41.66 mmol, 74%) as a colorless oil.