反应详情

温度

0 °C

A solution of (4-methoxyphenyl)methyltriphenylphosphonium bromide (2.40 g, 5.18 mmol, 1.0 equiv.) in THF (10 mL), was cooled to 0° C. After adding n-BuLi (1.6 M in hexanes, 3.2 mL, 5.18 mmol, 1.0 equiv.) at 0° C., the red suspension was stirred at 0° C. for 15 min. 3-(4-tert-Butylphenyl)-2-methylpropanal (1.59 g, 7.77 mmol, 1.5 equiv.) in THF (4 mL) was added, and the mixture was stirred at 0° C.→25° C. for 12 h. After addition of H2O at 25° C., the aqueous layer was extracted with hexanes, the combined organic phases were dried (MgSO4), filtered and the filtrate was concentrated. The residue was purified by flash chromatography on SiO2 (cyclohexane/EtOAc 995:5→99:1) to yield 1.33 g (83%) of the title compound as a colorless oil.

1. stirringthe mixture was stirred at 0° C.→25° C. for 12 h
2. extractionthe aqueous layer was extracted with hexanes
3. dry with materialthe combined organic phases were dried (MgSO4)
4. filtrationfiltered
5. concentrationthe filtrate was concentrated
6. customThe residue was purified by flash chromatography on SiO2 (cyclohexane/EtOAc 995:5→99:1)