تفاعل #12015
ord-c7a4f3c997774bd4bc1869e396fb93b7
معادلة التفاعل
المتفاعلات
المذيبات
ظروف التفاعل
المعالجة
- 1درجة الحرارةThe reaction mixture was heated
- 2درجة الحرارةunder reflux for 20 h
- 3استخلاصextracted with ethyl acetate
- 4غسيلThe organic phase was washed with 10% aqueous citric acid solution and brine
- 5تجفيفdried over magnesium sulfate
- 6ترشيحfiltered
- 7أخرىevaporated
- 8أخرىThe crude product was purified by column chromatography on silica gel (0.032–0.063 mm) with n-hexane:ethyl acetate (9:1) as eluant
الإجراء التجريبي
To a solution of 1.0 g (2.71 mmol) (4R,9aR)-6-bromo-4-methyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester (Example 5, intermediate b) and 0.36 ml (3.25 mmol) ethyl acrylate in 30 ml toluene were added 0.67 g (8.15 mmol) sodium acetate, 82.6 mg (0.27 mmol) tri(o-tolyl)phosphine and 0.04 mg (0.1 mmol) allylpalladium chloride dimer. The reaction mixture was heated under reflux for 20 h, then poured into saturated aqueous sodium bicarbonate solution and extracted with ethyl acetate. The organic phase was washed with 10% aqueous citric acid solution and brine, dried over magnesium sulfate, filtered and evaporated. The crude product was purified by column chromatography on silica gel (0.032–0.063 mm) with n-hexane:ethyl acetate (9:1) as eluant to afford the desired compound as a yellow solid (91.2%).