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HRID 54510作成日:2026年10月24日

Hydrochloric Acid → 1-(5-Chloropyridin-2-yl)ethan-1-one

https://huagongshe.com/ja/reaction/54510

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DimethylacetamideHCID 31374—
反応物2-Bromo-5-chloropyridineHCID 817098—
反応物ButyllithiumHCID 178418339—
溶媒WaterHCID 962—
溶媒Diethyl EtherHCID 3283—
溶媒TetrahydrofuranHCID 8028—
生成物1-(5-Chloropyridin-2-yl)ethan-1-oneHCID 10154166—

反応手順

To a suspension of 56 g of 2-bromo-5-chloropyridine in 560 ml of dry diethylether is added a solution of 179 ml of n-butyllithium (15% solution in hexane) at -78° and under argon at such a rate that the temperature never exceeds -72°. Immediately thereafter the solution of 25.7 ml of N,N-dimethylacetamide in dry THF is added. The mixture is stirred for one hour at the same temperature and thereafter decomposed by careful addition of 100 ml of 3N hydrochloric acid, followed by 100 ml of water with vigorous cooling. Working up by process A (see Example 1) and purification by chromatogrphy over silica gel (toluene/ethyl acetate=20/1) yields the compound as white needles; m.p.: 58°-65°.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05622982
出典データセットuspto-grants-1997_04
ORD IDord-7dc9fd34c3da4470aeca855928a96ee5
出典メモuspto-grants-1997_04