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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 851635Erstellt: 24. Oktober 2026

Hydrochloric Acid → 3-Bromo-4-fluorobenzyl Alcohol

https://huagongshe.com/reaction/851635

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktSodium borohydrideHCID 4311764—
EduktAluminum(III) ChlorideHCID 6451240—
EduktMethyl 3-bromo-4-fluorobenzoateHCID 7018022—
LösungsmittelDiglymeHCID 8150—
Produkt3-Bromo-4-fluorobenzyl AlcoholHCID 277335191,2%

Reaktionsschritte

First 3.8 g (0.1 mole) of sodium borohydride and then 4.5 g (0.033 mole) of aluminum chloride were added in portions to a solution of 23.3 g (0.1 mole) of 4-fluoro-3-bromobenzoic acid methyl ester in 50 ml of diglyme at 5° C. The mixture was subsequently stirred, without cooling, until the exothermic reaction had ended (a rise in temperature up to about 50° C.) and the reaction was then allowed to go to completion in the course of 1 hour at 100° C. The reaction solution was then poured onto a mixture of 125 ml of icewater and 12 ml of concentrated hydrochloric acid and the benzyl alcohol which had separated out was separated off and distilled in vacuo. 18.7 g (91% of theory) of 4-fluoro-3-bromobenzyl alcohol were obtained in this manner as a colorless oil with a boiling point of 65° to 70° C. (0.1 mbar). "One-pot process"

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04386035
Quelldatensatzuspto-grants-1983_05
ORD IDord-19c336527596475ca3271093f5cf9fda
Quellennotizuspto-grants-1983_05