HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 851635Erstellt: 24. Oktober 2026
Hydrochloric Acid → 3-Bromo-4-fluorobenzyl Alcohol
https://huagongshe.com/reaction/851635
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Sodium borohydride | HCID 4311764 | — |
| Edukt | Aluminum(III) Chloride | HCID 6451240 | — |
| Edukt | Methyl 3-bromo-4-fluorobenzoate | HCID 7018022 | — |
| Lösungsmittel | Diglyme | HCID 8150 | — |
| Produkt | 3-Bromo-4-fluorobenzyl Alcohol | HCID 2773351 | 91,2% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US04386035 |
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| Quelldatensatz | uspto-grants-1983_05 |
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| ORD ID | ord-19c336527596475ca3271093f5cf9fda |
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| Quellennotiz | uspto-grants-1983_05 |
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