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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 852437Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/852437

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
PatentnummerUS07253197B2
Quelldatensatzuspto-grants-2007_08
ORD IDord-79bbb56553f347c09d950cf1e7b0eea0
Quellennotizuspto-grants-2007_08