反应详情

This example illustrates a synthesis of 1-Octylamino-10-hydroxy-11-(N-methylacetamido)undecane (compound no. 77). Sodium hydride (0.56 g, 23 mmol) was added to a solution of 1-bromo-10-undecene (5.4 g, 23 mmol) and N-methylacetamide (91.7 g, 23 mmol) in DMSO (40 mL). After 8 hours, the reaction was complete and the mixture added to water (100 mL) and extracted with dichloromethane (3×100 mL). The combined extracts were washed with water (70 mL) and saturated aqueous salt solution (70 mL), and dried over sodium sulfate. The solvent was evaporated under vacuum to give a yellow residue, which was chromatographed (silica/ethyl acetate), yielding 2.95 g of 1-(N-methylacetamido)-10-undecene as a colorless oil (57% yield).

1. extractionextracted with dichloromethane (3×100 mL)
2. washThe combined extracts were washed with water (70 mL) and saturated aqueous salt solution (70 mL)
3. dry with materialdried over sodium sulfate
4. customThe solvent was evaporated under vacuum
5. customto give a yellow residue, which
6. customwas chromatographed (silica/ethyl acetate)