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HRID 852437作成日:2026年10月24日

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

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

反応式

関与物質

役割名称HCID仕込み量
反応物Hydrochloric AcidHCID 313—
反応物1,1-DibromoethaneHCID 11201—
反応物Methyl 2-ethylbenzoateHCID 583295—
反応物Lithium diisopropylamideHCID 2724682—
反応物ButyllithiumHCID 178418339—
溶媒TetrahydrofuranHCID 8028—
溶媒HexaneHCID 8058—
生成物2-Bromo-1-(2-ethylphenyl)ethan-1-oneHCID 2344260141.8%

反応手順

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%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07253197B2
出典データセットuspto-grants-2007_08
ORD IDord-79bbb56553f347c09d950cf1e7b0eea0
出典メモuspto-grants-2007_08