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HRID 342498作成日:2026年10月27日

Hydrochloric Acid → 8-Benzyl-8-azabicyclo(3.2.1)octan-3-one

https://huagongshe.com/reaction/342498

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BenzylamineHCID 7504—
反応物Acetonedicarboxylic acidHCID 68328—
反応物2,5-DimethoxytetrahydrofuranHCID 79098—
溶媒WaterHCID 962—
生成物8-Benzyl-8-azabicyclo(3.2.1)octan-3-oneHCID 119846—

反応手順

This was prepared according to the reported method (Chem. Abs., 1958, 53, 432e). A mixture of 2,5-dimethoxytetrahydrofuran (13 ml, 0.1 mol), 2 drops of c-HCl and water (10 ml) was stirred at room temperature for 1 h, then treated with water(10 ml), acetone-1,3-dicarboxylic acid (14.6 g, 0.1 mol), and benzylamine (10.9 ml, 0.1 mol). After the initial foaming had subsided, the pH was adjusted to 5 with 1N HCl, and stirring was continued for 14 h. The reaction mixture was adjusted to pH 1, washed with ethyl acetate, filtered through celite, and then adjusted to pH 12 with NaOH, and extracted with ethyl acetate. The extract was dried over Na2SO4 and concentrated to afford 14.5 g (67% crude) of an oil, which was used for next reaction without further purification.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05859011
出典データセットuspto-grants-1999_01
ORD IDord-82e41779e80b4e1d91deff0809760f5e
出典メモuspto-grants-1999_01