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HRID 1045555作成日:2026年10月27日

Dimethyl Sulfoxide → 2-Methyl-5-(2-methyloxiran-2-yl)pyridine

https://huagongshe.com/reaction/1045555

反応式

関与物質

役割名称HCID仕込み量
反応物Dimethyl SulfoxideHCID 679—
反応物Sodium hydrideHCID 24758—
反応物Trimethylsulfonium iodideHCID 75127—
反応物3-Acetyl-6-methylpyridineHCID 95292—
溶媒TetrahydrofuranHCID 8028—
生成物2-Methyl-5-(2-methyloxiran-2-yl)pyridineHCID 59455255—

反応条件

温度65 °C

反応手順

The title compound was prepared by following general procedure 3. DMSO was added to NaH (1 equiv.) and heated to 65° C. for 1 h. THF was added at the same temperature and heated for another 10 min. After 10 min., the reaction mixture was cooled to 0° C. Trimethylsulfonium iodide (1 equiv.) was added and stirred for 10 min. after which the solution of 1-(6-methylpyridin-3-yl)ethanone (1 equiv.) in THF was added dropwise. After complete addition, the reaction mixture was stirred at RT for 2 h. The product was detected by LCMS and the reaction mixture was poured into ice water, extracted in diethyl ether (4×50 mL), dried over Na2SO4 and concentrated at 25° C. to obtain the product.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08569287B2
出典データセットuspto-grants-2013_10
ORD IDord-4f2fed71aac447018cb2a109a4ae71de
出典メモuspto-grants-2013_10