反应详情

温度

0 °C

Place lithium hexamethyldisilazane (15 mL of a 1M solution in tetrahydrofuran, 15 mmol) and tetrahydrofuran (75 mL) under an argon atmosphere and cool with an ice-water bath. Add, by dropwise addition, a solution of 3-benzyloxyphenylacetylene (3.13 g, 15 mmol) in tetrahydrofuran. Stir at 0° C. for 45 minutes, then add, by dropwise addition, N-methoxy-N-methylbenzamide (2.45 mL, 16 mmol). Remove the cooling bath and stir at room temperature for 1 hour. Partition between ethyl ether and water, separate the organic phase and dry (MgSO4). Filter and evaporate the solvent in vacuo to yield a crude solid. Recrystallize (hexane/ethyl acetate) to yield 2.67 g (57%) of the title compound; mp 75°-77° C.

1. additionAdd, by dropwise addition
2. customRemove the cooling bath
3. stirringstir at room temperature for 1 hour
4. customPartition between ethyl ether and water
5. customseparate the organic phase
6. dry with materialdry (MgSO4)
7. filtrationFilter
8. customevaporate the solvent in vacuo
9. customto yield a crude solid
10. customRecrystallize (hexane/ethyl acetate)