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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 901144Erstellt: 25. Oktober 2026

Phosphorus tribromide → 2-Benzyloxy-5-bromomethyl-1,3-dichloro-benzene

https://huagongshe.com/reaction/901144

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPhosphorus tribromideHCID 24614—
Edukt(4-Benzyloxy-3,5-dichlorophenyl)methanolHCID 16749116—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-Benzyloxy-5-bromomethyl-1,3-dichloro-benzeneHCID 16749117—

Reaktionsschritte

Phosphorous tribromide (2 mL) was added to a solution of (4-benzyloxy-3,5-dichlorophenyl)-methanol (CAB02117, 5.50 g, 19.4 mmol) in dichloromethane (80 mL) at 0° C. The mixture was stirred at this temperature for 2 h, diluted with diethyl ether (150 mL), transferred into a separation funnel and washed with water (2×50 mL) and brine (50 mL). The organic layer was dried over magnesium sulphate and concentrated under reduced pressure. The residue was recrystallised from dichloromethane/hexane. 1H-NMR (400 MHz, CDCl3) δ=4.39 (s, 2H, —CH2Br), 5.05 (s, 2H, —CH2Ph), 7.37 (s, 2H), 7.38-7.44 (m, 3H), 7.54-7.58 (m, 2H). 13C-NMR (100 MHz, CDCl3) δ=31.48, 75.39, 128.73, 129.68, 129.70, 129.72, 130.06, 135.46, 136.27, 151.23.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07361677B2
Quelldatensatzuspto-grants-2008_04
ORD IDord-86d4b38f83194872b0dd41a9c5d21d7e
Quellennotizuspto-grants-2008_04