Реакция #40266

Уравнение реакции

N-chlorosuccinimide

6-bromo-2-naphthol

→

6-bromo-1-chloro-2-naphthol

Выход 95.4%

Растворители

dichloromethane

Условия реакции

Обработка

1. 1
   ДругоеThe synthesis of (S1-2)
2. 2
   ТемператураThe reaction solution was heated to room temperature
3. 3
   Промывкаwashed with saturated sodium bicarbonate solution and water
4. 4
   Сушкаdried over magnesium sulfate
5. 5
   workup.DISTILLATIONdistilled under a reduced pressure
6. 6
   Другоеto remove the solvent
7. 7
   ДругоеRecrystallization

Методика

The synthesis of (S1-2) was carried out following the method described in Synlett, No. 18, 2837 (2005), wherein 29.9 g of N-chlorosuccinimide and 600 ml of dichloromethane were added to a reactor in nitrogen atmosphere and cooled to 0° C., 2.6 g of zirconium (IV) chloride was added, and then 50 g of 6-bromo-2-naphthol (S1-1) was added slowly. The reaction solution was heated to room temperature and stirred for 10 hours, then washed with saturated sodium bicarbonate solution and water, dried over magnesium sulfate, and distilled under a reduced pressure to remove the solvent. Recrystallization was carried out using a mixed solvent of toluene/heptane=1/1 (volumetric ratio) to obtain 55 g of 6-bromo-1-chloro-2-naphthol (S1-2).

Источник