6-Bromo-2-naphthalenol → 6-Bromo-1-chloronaphthalen-2-ol

Participants

Reaction Steps

The compound (S1-2) was synthesized according to the method disclosed in Synlett., No. 18, 2837 (2005). 29.9 g of N-chlorosuccinic acid imide and 600 mL of dichloromethane were added to a reactor under a nitrogen atmosphere and cooled to 0° C., to which 2.6 g of zirconium(IV) chloride was added, and then 50 g of 6-bromo-2-naphthol (S-1) was added gradually. After heating to room temperature and stirred for 10 hours, the reaction mixture was washed with a saturated sodium bicarbonate aqueous solution and water and dried over magnesium sulfate, and the solvent was distilled off under reduced pressure. 55 g of 6-bromo-1-chloro-2-naphthol (S1-2) was obtained by recrystallization from a mixed solvent of toluene and heptane (1/1 by volume).

Provenance & Evidence