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HRID 16043作成日:2026年10月23日

Hydrochloric Acid → 2-(3-Methoxyphenyl)pyridine

https://huagongshe.com/ja/reaction/16043

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2-BromopyridineHCID 7973—
反応物3-BromoanisoleHCID 16971—
反応物MagnesiumHCID 5462224—
反応物HCID 178490745HCID 178490745—
溶媒TetrahydrofuranHCID 8028—
生成物2-(3-Methoxyphenyl)pyridineHCID 2759715—

反応条件

温度50 °C

反応手順

That is, as shown in the reaction scheme below, (3-methoxyphenyl)magnesium bromide was synthesized from 22.4 g (120 mmol) of 3-bromoanisole with 3.4 g of magnesium in dry tetrahydrofuran (THF) in an argon stream by a conventional manner. This was slowly added to a dry THF solution of 15.8 g (100 mmol) of 2-bromopyridine and 1.8 g of (1,2-bis(diphenylphosphino)ethane)dichloronickel (II) (Ni(dppe)Cl2) and the mixture was stirred at 50° C. for 1 hour. After adding 250 ml of 5% hydrochloric acid aqueous solution to the reaction mixture, the reaction mixture was extracted with chloroform to obtain a target substance and the organic layer was distilled under reduced pressure. 17.4 g (93.9 mmol) of 2-(3-methoxyphenyl)pyridine (3-MeO-PPy) was obtained as a colorless transparent liquid. Identification was performed by CHN elementary analysis and 1H-NMR.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07736757B2
出典データセットuspto-grants-2010_06
ORD IDord-d624a49d6a8146cdbb6f70d6ad12a919
出典メモuspto-grants-2010_06