Реакция #360389
ord-18be339cdf124d3aa523c33fa628d9a2
Уравнение реакции
6-bromo-2-naphthol
1,2-dibromoethane
potassium hydroxide
→
desired compound
2-bromo-6-(2-bromoethoxy)naphthalene
Реагенты
Растворители
Условия реакции
Температура
100°CELSIUS
Подробные условия
See reaction.notes.procedure_details.
Обработка
- 1Промывкаwashed with water and brine
- 2Сушкаdried over sodium sulfate
- 3Концентрированиеconcentrated under vacuum
Методика
A round-bottom flask containing 1.0 g (4.5 mmol) of 6-bromo-2-naphthol, 1,2-dibromoethane (135 mmol, 12 mL), potassium hydroxide (5 mL of a 40% solution) and tetrabutylammonium bromide (1.35 mmol, 0.43 g) was heated at 100° C. for 3 h. The reaction mixture was diluted with 150 mL of CH2Cl2 and washed with water and brine, dried over sodium sulfate and concentrated under vacuum to give the desired compound in 100% as a pale brown solid; 1HNMR (300 MHz, CDCl3) δ 3.70 (t, 2H), 4.40 (t, 2H), 7.05-7.90 (m, 6H). MS (DCl) m/z 330 (M+).