반응 #40266

반응 방정식

N-chlorosuccinimide

6-bromo-2-naphthol

→

6-bromo-1-chloro-2-naphthol

수율 95.4%

용매

dichloromethane

반응 조건

후처리

1. 1
   기타The synthesis of (S1-2)
2. 2
   온도The reaction solution was heated to room temperature
3. 3
   세척washed with saturated sodium bicarbonate solution and water
4. 4
   건조dried over magnesium sulfate
5. 5
   workup.DISTILLATIONdistilled under a reduced pressure
6. 6
   기타to remove the solvent
7. 7
   기타Recrystallization

실험 절차

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).

출처