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Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → (E)-Ethyl 3-(1-((tert-butoxycarbonyl)amino)cyclopropyl)acrylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester | HCID 70670 | — |
| 反応物 | (1-Formylcyclopropyl)carbamic acid tert-butyl ester | HCID 10352385 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | (E)-Ethyl 3-(1-((tert-butoxycarbonyl)amino)cyclopropyl)acrylate | HCID 11777121 | 61% |
反応手順
1-Tert-butoxycarbonylaminocyclopropane carbaldehyde (10.99 g, 59.3 mmol) and (carbethoxymethylene) triphenylphosphorane (27.6 g, 75.2 mmol) were dissolved in dichloromethane (300 ml) and heated under reflux for 4 hours. After evaporating the solvent, the resulting residue was applied to a silica gel chromatography column and eluted with an eluant of n-hexane:ethyl acetate=9:1, to thereby obtain 9.23 g (61%) of the title compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06184388B2 |
| 出典データセット | uspto-grants-2001_02 |
| ORD ID | ord-5dd4c89717ee406cb2fa55f2bc65756a |
| 出典メモ | uspto-grants-2001_02 |