反应详情

Ethylene glycol (7.18 g) in anhydrous DMF (50 ml) was treated at 0° under nitrogen with sodium hydride (60% dispersion in mineral oil, 1.85 g) and the mixture stirred for 30 min. 3-Nitrobenzyl bromide (5.00 g) was added and the mixture was warmed to 20° over 1 h and stirred for a further 15 h. Phosphate buffer (pH 6.5, 100 ml) and water (100 ml) were added and the product was extracted with EtOAc (2×150 ml). The combined organic layer was washed with water (2×200 ml) and dried (Na2SO4). Solvent evaporation in vacuo gave a residue that was purified by Biotage. Elution with EtOAc-PE (1:1 then 2:1) followed by solvent evaporation in vacuo gave the title compound (16.34 g) HPLC RT=1.554 min. TSP+ve 215 (MNH4)+.

1. temperaturethe mixture was warmed to 20° over 1 h
2. stirringstirred for a further 15 h
3. extractionthe product was extracted with EtOAc (2×150 ml)
4. washThe combined organic layer was washed with water (2×200 ml)
5. dry with materialdried (Na2SO4)
6. customSolvent evaporation in vacuo
7. customgave a residue that
8. customwas purified by Biotage
9. washElution with EtOAc-PE (1:1
10. custom2:1) followed by solvent evaporation in vacuo