反应详情

温度

0 °C

A solution of 1-(2-naphthyl)ethyltriphenylphosphonium bromide (2.30 g, 4.62 mmol, 1.0 equiv.) in THF (16 mL), was cooled to 0° C. After adding n-BuLi (1.6 M in hexanes, 2.9 mL, 4.62 mmol, 1.0 equiv.) at 0° C., the red-brown suspension was stirred at 0° C. for 15 min. 3-(3-Isopropylphenyl)butanal (1.32 g, 6.94 mmol, 1.5 equiv.) in THF (2 mL) was added, and the mixture was stirred at 0° C.→70° C. for 18 h. After addition of H2O, the aqueous layer was extracted with hexanes (2×), the combined organic phases were washed with brine, dried (MgSO4), filtered and the filtrate was concentrated. The residue was purified by flash chromatography on SiO2 (cyclohexane/EtOAc 997:3) to yield 0.57 g (38%) of the title compound as a colorless viscous oil.

1. stirringthe mixture was stirred at 0° C.→70° C. for 18 h
2. extractionthe aqueous layer was extracted with hexanes (2×)
3. washthe combined organic phases were washed with brine
4. dry with materialdried (MgSO4)
5. filtrationfiltered
6. concentrationthe filtrate was concentrated
7. customThe residue was purified by flash chromatography on SiO2 (cyclohexane/EtOAc 997:3)