반응 #332116
ord-6240f5aad3754305a4564a1319224a31
반응 방정식
반응 조건
후처리
- 1온도the solution was warmed to 0° C.
- 2온도The reactuion solution was cooled to −60° C. again
- 3기타The reaction was quenched with saturated aqueous sodium hydrogen carbonate (150 ml)
- 4추출the reaction solution was extracted with ethyl acetate
- 5건조The organic layer was dried over anhydrous magnesium sulfate
- 6여과filtered
- 7농축the filtrate was concentrated under reduced pressure
- 8기타The resulting residue was purified by silica gel column chromatography
실험 절차
6.0 g (24 mmol) of ethyl 2-(4-hexylphenyl)acetate was dissolved in 130 mL of dry tetrahydrofuran under a nitrogen atmosphere and cooled to −60° C. After addition of 31.8 mL (36.2 mmol) of 1.14 M solution of lithiumdiisopropylamine in hexane/tetrahydrofuran, the solution was warmed to 0° C. and stirred for 1 hours. The reactuion solution was cooled to −60° C. again and stirred with 3.6 g (34 mmol) of isobutyryl chloride at −60° C. to room temperature for 15 hours. The reaction was quenched with saturated aqueous sodium hydrogen carbonate (150 ml), and the reaction solution was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and filtered, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography using ethyl acetate:hexane (0:100 to 1:9) as the eluent to give 5.39 g of the desired product as a pale yellw oil.