反应详情

温度

0 °C

Place lithium hexamethyldisilazane (2 mL of a 1M solution in tetrahydrofuran, 2 mmol) and tetrahydrofuran (8 mL) under an argon atmosphere and cool to 0° C. Add a solution of 3-(4-(dimethylamino)benzyloxy)phenylacetylene (0.51 g, 2 mmol) in tetrahydrofuran and stir the solution for 45 minutes at 0° C. Add N-methoxy-N-methylbenzamide (0.4 g, 2.4 mmol), remove the cooling bath and stir at room temperature for 1 hour. Partition the mixture between ethyl ether and water, separate the organic phase and dry (MgSO4). Filter and evaporate the solvent in vacuo to yield an oil. Filter through silica gel and elute with 10% ethyl acetate/hexane to yield a crude solid. Purify by silica gel chromatography to give the title compound.

1. stirringstir at room temperature for 1 hour
2. customPartition the mixture between ethyl ether and water
3. customseparate the organic phase
4. dry with materialdry (MgSO4)
5. filtrationFilter
6. customevaporate the solvent in vacuo
7. customto yield an oil
8. filtrationFilter through silica gel
9. washelute with 10% ethyl acetate/hexane
10. customto yield a crude solid
11. customPurify by silica gel chromatography