反应详情

1.7 g (70.8 mmol) sodium hydride are placed in 130 ml DMF and 1.0 g (54.5 mmol) 4,5-diphenylimidazole are added under cooling. The suspension is stirred for four hours at RT and, subsequently, 15.4 g (54.5 mmol) N-(4-bromobutyl)-phthalimide dissolved in DMF is added dropwise under cooling. After complete addition, the reaction mixture is stirred for 12 hours at RT, 18 ml methanol are carefully added dropwise and the suspension is filtered. The filtrate is concentrated under vacuum and the residue is distributed between 500 ml chloroform and 170 ml water. The organic phase is dried over sodium sulfate and evaporated under vacuum until dry dried. The residue is purified by chromatography on silica gel with CHCl3/CH3OH (95/5) and subsequently crystallized from methanol: Yield 16.5 g (72%).

1. temperatureunder cooling
2. additionis added dropwise
3. temperatureunder cooling
4. additionAfter complete addition
5. stirringthe reaction mixture is stirred for 12 hours at RT
6. filtrationthe suspension is filtered
7. concentrationThe filtrate is concentrated under vacuum
8. dry with materialThe organic phase is dried over sodium sulfate
9. customevaporated under vacuum
10. customuntil dry
11. customdried
12. customThe residue is purified by chromatography on silica gel with CHCl3/CH3OH (95/5)
13. customsubsequently crystallized from methanol