反应详情

温度

-78 °C

To N,N-dimethylethanolamine (0.8 mL, 8.00 mmol) in heptane (10 mL) cooled externally to 0° C. was added dropwise a 2.5 M n-butyllithium solution (6.40 mL) and the reaction mixture stirred for 30 minutes. 2-Phenylpyridine (12) (412 mg, 2.66 mmol) in heptane (5 mL) was then added and the reaction mixture stirred for a further 1 hour. The reaction was then cooled and carbon tetrabromide (3.18 g, 9.60 mmol) was added whilst maintaining the temperature at −78° C. The reaction was kept at −78° C. for 1 hour and then allowed to warm to ambient temperature. Water was cautiously added and extracted with TBME (×2), dried (Na2SO4) and the solvent concentrated in vacuo. The crude product was purified by column chromatography eluting with 5% EtOAc in heptane to give the title compound. Yield: 300 mg, 48%; LC-MS tr 1.63 min; HPLC Purity: 97%; MS (ES+) m/z 234, 236 (M+H)

1. stirringthe reaction mixture stirred for a further 1 hour
2. temperatureThe reaction was then cooled
3. waitThe reaction was kept at −78° C. for 1 hour
4. temperatureto warm to ambient temperature
5. extractionextracted with TBME (×2)
6. dry with materialdried (Na2SO4)
7. concentrationthe solvent concentrated in vacuo
8. customThe crude product was purified by column chromatography
9. washeluting with 5% EtOAc in heptane