反应详情

温度

-10 °C

(2-(3-Bromobenzyloxy)ethoxy)(tert-butyl)dimethylsilane [Aromatic Intermediate 25, step b] (2.3 g) was dissolved in THF (15 mL) and the solution cooled to −10° C. Isopropylmagnesium chloride (2M in THF, 1.2 mL) was added, followed by butyllithium (2.1M in hexanes, 2.4 mL). The mixture was stirred for 10 min before being added to a solution of morpholine-4-carbaldehyde (1.4 mL) in THF (15 mL). The mixture was stirred for 1 hour, then poured onto ammonium chloride solution (30 mL) and extracted into ether (2×30 mL). The combined ether extracts were washed with water and dried over sodium sulphate. The solvent was evaporated in vacuo to give the titled compound as a colourless oil. Yield 1.8 g.

1. stirringThe mixture was stirred for 1 hour
2. additionpoured onto ammonium chloride solution (30 mL)
3. extractionextracted into ether (2×30 mL)
4. washThe combined ether extracts were washed with water
5. dry with materialdried over sodium sulphate
6. customThe solvent was evaporated in vacuo