反应详情

温度

-78 °C

14.8 mL of a 1.6 M solution of n-butyllithium in hexane are added dropwise under argon to a solution of 8.0 g 1-bromo-4-triisopropylsilylethynyl-benzene in 80 mL dry tetrahydrofuran chilled to −78° C. The solution is stirred for 1 h at −70° C. Then 5.1 g 3-bromo-4-methoxy-benzaldehyde dissolved in 20 mL tetrahydrofuran are added dropwise over 15 min. The resulting solution is left in the cooling bath to warm to ambient temperature overnight. Then water is added and the mixture is extracted with ethyl acetate. The combined organic phases are dried over sodium sulfate and the solvent is removed. The residue is purified over silica gel (cyclohexane/ethyl acetate 9:1->1:1).

1. additionare added dropwise over 15 min
2. waitThe resulting solution is left in the cooling bath
3. temperatureto warm to ambient temperature overnight
4. extractionthe mixture is extracted with ethyl acetate
5. dry with materialThe combined organic phases are dried over sodium sulfate
6. customthe solvent is removed
7. customThe residue is purified over silica gel (cyclohexane/ethyl acetate 9:1->1:1)