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HRID 914721作成日:2026年10月23日

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

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

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US07265109B2
出典データセットuspto-grants-2007_09
ORD IDord-7e867a48daa64a2898efc634d62c6431
出典メモuspto-grants-2007_09