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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 914721Erstellt: 23. Oktober 2026

Hydrochloric Acid → 2-Bromo-1-(2-ethylphenyl)ethan-1-one

https://huagongshe.com/de/reaction/914721

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
Edukt1,1-DibromoethaneHCID 11201—
EduktMethyl 2-ethylbenzoateHCID 583295—
EduktLithium diisopropylamideHCID 2724682—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelHexaneHCID 8058—
Produkt2-Bromo-1-(2-ethylphenyl)ethan-1-oneHCID 2344260141,8%

Reaktionsschritte

To a solution of 15.2 g (88 mmol) dibromethane in 120 ml THF at −75° C. was added 44 ml (88 mmol) of a 2M solution of LDA in THF and subsequently 6.57 g (40 mmol) ethyl-benzoic acid methyl ester in 80 ml THF. 37.5 ml of a 1.6 M n-butyl lithium solution in n-hexane was added and after 30 min the mixture was treated carefully below −65° C. with 35 ml HCl (37%). The mixture was washed with water and NaHCO3 aq. and the organic phase was dried with MgSO4, filtered and concentrated under reduced pressure. The residue was purified by flash column chromatography on silica eluting with ethyl acetate/hexane 1:9 twice to afford 3.8 g (41%) of the title compound as yellow oil. MS (m/e): 227.1 (M+H, 100%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07265109B2
Quelldatensatzuspto-grants-2007_09
ORD IDord-7e867a48daa64a2898efc634d62c6431
Quellennotizuspto-grants-2007_09