反応 #1166465
ord-101f51415fc144e99893f1202580d44b
反応方程式
反応物
反応条件
後処理
- 1その他In an oven dried 500 mL round bottom flask
- 2その他equipped with a Claisen adapter, pressure
- 3温度reflux condenser
- 4温度the dark black suspensions was heated
- 5温度to reflux under an argon atmosphere
- 6温度The resulting brown suspension was heated
- 7温度at reflux for 1.5 h at which time the reaction mixture
- 8ろ過Therefore, the mixture was hot filtered through Celite
- 9洗浄the pad rinsed with absolute ethanol (50 mL)
- 10その他The solvent was removed under reduced pressure
- 11その他the resulting light brown oil was dried in vacuo (in the dark) for 24 h
実験手順
In an oven dried 500 mL round bottom flask, equipped with a Claisen adapter, pressure equalizing dropping funnel, and reflux condenser, 1,2-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]-4,5-dinitrobenzene 1E (20 g, 0.04 mol) was dissolved in absolute ethanol (200 mL). To this clear solution, 10% palladium on carbon (4 g) was added and the dark black suspensions was heated to reflux under an argon atmosphere. Hydrazine hydrate (20 mL) in EtOH (20 mL) was added dropwise over 10 min to avoid bumping. The resulting brown suspension was heated at reflux for 1.5 h at which time the reaction mixture was colorless and TLC analysis (95/5; CH2Cl2 /MeOH) displayed a low RfUV active spot corresponding to the diamine. Therefore, the mixture was hot filtered through Celite and the pad rinsed with absolute ethanol (50 mL). The solvent was removed under reduced pressure and the resulting light brown oil was dried in vacuo (in the dark) for 24 h to yield 15.55 g (89%) of 1,2-diamino-bis [2-[2-(2-methoxyethoxy)ethoxy]ethoxy]benzene 1F. For 1F : FAB MS, M+ : m/e 432; HRMS, M+ : 432.2471 (calcd. for C20H36N2O8, 432.2482). This material was taken to the next step without further purification.