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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 11988Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/11988

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt6-Bromo-2-naphthalenolHCID 27144—
EduktChlorosuccinimideHCID 31398—
KatalysatorZirconium chloride (ZrCl4), (T-4)-HCID 9856075—
LösungsmittelDichloromethaneHCID 6344—
Produkt6-Bromo-1-chloronaphthalen-2-olHCID 2204815995,4%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

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).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07727417B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-8195caeae8504cdfb40a16fc4ca39ca5
Quellennotizuspto-grants-2010_06