Реакция #360389

ord-18be339cdf124d3aa523c33fa628d9a2

Уравнение реакции

Oc1ccc2cc(Br)ccc2c1
6-bromo-2-naphthol
BrCCBr
1,2-dibromoethane
[K+].[OH-]
potassium hydroxide
BrCCOc1ccc2cc(Br)ccc2c1
desired compound
BrCCOc1ccc2cc(Br)ccc2c1
2-bromo-6-(2-bromoethoxy)naphthalene

Растворители

Условия реакции

Температура
100°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Промывкаwashed with water and brine
  2. 2
    Сушкаdried over sodium sulfate
  3. 3
    Концентрированиеconcentrated 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+).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07456196B2uspto-grants-2008_11