反应详情

p-(n-Octyl)phenylacetaldehyde (1 mmole, prepared as described in paragraph A of this example) is dissolved in methylene chloride, and treated with carbontetrabromide (4 mmole), triphenylphosphine (4 mmole) and zinc dust (4 mmole) at room temperature. The reaction mixture is then diluted with ethyl ether and filtered. The filtrate is washed with water, dried and evaporated to give an oily residue. This residue is dissolved in tetrahydrofuran and treated with n-butyl lithium (2.1 mmole) at -78° C. for one hour and then at room temperature until the reaction ceases. The reaction mixture is poured onto water, the pH adjusted to 7, and extracted with methylene chloride. The methylene chloride extract is washed with water, dried and the solvent removed by evaporation. Distillation under reduced pressure affords p-(n-octyl)benzylacetylene.

1. filtrationfiltered
2. washThe filtrate is washed with water
3. customdried
4. customevaporated
5. customto give an oily residue
6. customat room temperature until the reaction ceases
7. additionThe reaction mixture is poured onto water
8. extractionextracted with methylene chloride
9. extractionThe methylene chloride extract
10. washis washed with water
11. customdried
12. customthe solvent removed by evaporation
13. distillationDistillation under reduced pressure