反応 #40266

反応方程式

N-chlorosuccinimide

6-bromo-2-naphthol

→

6-bromo-1-chloro-2-naphthol

収率 95.4%

溶媒

dichloromethane

反応条件

後処理

1. 1
   その他The synthesis of (S1-2)
2. 2
   温度The reaction solution was heated to room temperature
3. 3
   洗浄washed with saturated sodium bicarbonate solution and water
4. 4
   乾燥dried over magnesium sulfate
5. 5
   workup.DISTILLATIONdistilled under a reduced pressure
6. 6
   その他to remove the solvent
7. 7
   その他Recrystallization

実験手順

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).

出典