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HRID 1906646作成日:2026年10月26日

Diethyl Ether → N-Boc-1-amino-1-(2,2,5,5-tetramethyl-1-cyclopentyl)ethenylcyclopropane

https://huagongshe.com/reaction/1906646

反応式

関与物質

役割名称HCID仕込み量
反応物Diethyl EtherHCID 3283—
反応物MagnesiumHCID 5462224—
反応物(1-Formylcyclopropyl)carbamic acid tert-butyl esterHCID 10352385—
反応物2,2,5,5-Tetramethyl-1-cyclopentylmethylbromideHCID 13629261—
生成物N-Boc-1-amino-1-(2,2,5,5-tetramethyl-1-cyclopentyl)ethenylcyclopropaneHCID 70445455—

反応手順

A solution of 2,2,5,5-Tetramethyl-1-cyclopentylmethyl bromide in ether is added slowly to magnesium turnings until the Grignard reagent begins to form. The remainder of the alkyl bromide is then added and the mixture is stirred until all the magnesium dissolves. At 0° C. a solution of N-Boc-1-amino-1-cyclopropanecarboxaldehyde is then added and the mixture is stirred overnight. The reaction is quenched with 1M HCl, extracted with ether and the extracts are evaporated. The residue is dissolved in dioxane and 2M H2SO4 is added. The mixture is heated until the alcohol is dehydrated, as shown by thin layer chromatography. Water is added and the mixture is extracted with ether. The organic layer is dried over MgSO4 and evaporated to give N-Boc-1-amino-1-(2,2,5,5-tetramethyl-1-cyclopentyl)ethenylcyclopropane.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US04652676
出典データセットuspto-grants-1987_03
ORD IDord-ece9711cc1f44f13aa70f9978ce5cf48
出典メモuspto-grants-1987_03