反应详情

To a stirred, room temperature suspension of sodium nitrite (227 g, 3.29 mol) in dimethylformamide (3.8 L) was added 1-bromotridecane (514.51 g, 1.95435 mol), and the mixture was stirred for 6 hours. The mixture was poured into cold water (8 L) and extracted with petroleum ether (2×2 L). The organic layer was washed with water (2 L), saturated sodium chloride, dried (MgSO4), and rotoevaporated to a yellow oil. The oil was distilled in vacuo to give another oil; yield 171.9 g, bp 101°-120° C. (0.2 mm Hg). The oil was chromatographed on silica gel (3.0 kg, 230-400 mesh) using ether/ethyl acetate (100:1, 4×2 L; 80:1, 4×2 L; 50:1, 7×2 L) to give a clear colorless oil; yield 109.8 g (24.5%).

1. extractionextracted with petroleum ether (2×2 L)
2. washThe organic layer was washed with water (2 L), saturated sodium chloride
3. dry with materialdried (MgSO4)
4. distillationThe oil was distilled in vacuo
5. customto give another oil
6. customThe oil was chromatographed on silica gel (3.0 kg, 230-400 mesh)
7. customto give a clear colorless oil