関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Diethyl Ether | HCID 3283 | — |
| 反応物 | Magnesium | HCID 5462224 | — |
| 反応物 | (1-Formylcyclopropyl)carbamic acid tert-butyl ester | HCID 10352385 | — |
| 反応物 | 2,2,5,5-Tetramethyl-1-cyclopentylmethylbromide | HCID 13629261 | — |
| 生成物 | N-Boc-1-amino-1-(2,2,5,5-tetramethyl-1-cyclopentyl)ethenylcyclopropane | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US04701552 |
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| 出典データセット | uspto-grants-1987_10 |
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| ORD ID | ord-900c5bfad0c3461caceedfbd2621f626 |
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| 出典メモ | uspto-grants-1987_10 |
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