반응 #7917
ord-ca78e012a7fe470cbc127bc7a9674487
반응 방정식
반응 조건
후처리
- 1세척washed with dilute aqueous Na2S2O3 (4 mL) and brine (4 ml)
- 2건조dried over MgSO4
- 3여과filtered
- 4기타evaporated under vacuum to a yellow oil (43 mg)
- 5기타This material was purified by preparative layer chromatography on a 0.05×20×20 cm silica gel GF plate
실험 절차
A mixture of 7-methoxy-9a-methyl-1,2,9,9a-tetrahydro-3H-fluoren-3-one (32 mg, 0.14 mmol) and NaHCO3 (60 mg, 0.7 mmol) in CH2Cl2 (0.5 ml) was treated with bromine (0.008 mL, 0.154 mmol), and the resulting mixture was stirred at room temperature for 22 hours. The mixture was diluted with EtOAc (8 ml), washed with dilute aqueous Na2S2O3 (4 mL) and brine (4 ml), dried over MgSO4, filtered, and evaporated under vacuum to a yellow oil (43 mg). This material was purified by preparative layer chromatography on a 0.05×20×20 cm silica gel GF plate, developing twice with CH2Cl2, to afford 4-bromo-7-methoxy-9a-methyl-1,2,9,9a-tetrahydro-3H-fluoren-3-one (20 mg) as a gum. The product was contaminated with a trace of 4,6-dibromo-7-methoxy-9a-methyl-1,2,9,9a-tetrahydro-3H-fluoren-3-one.