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Styrene → Ethyl trans-2-phenylcyclopropanecarboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Styrene | HCID 7501 | — |
| 反応物 | Ethyl diazoacetate | HCID 12192 | — |
| 触媒 | Dirhodium tetraacetate | HCID 152122 | — |
| 溶媒 | 1,2-Dichloroethane | HCID 11 | — |
| 生成物 | Ethyl trans-2-phenylcyclopropanecarboxylate | HCID 252496 | — |
| 生成物 | ethyl (1R,2S)-2-phenylcyclopropane-1-carboxylate | HCID 816743 | — |
反応手順
To a suspension of styrene (3.00 g) and rhodium(II) acetate dimer (40.0 mg) in 1,2-dichloroethane (29.0 mL), a solution of ethyl diazoacetate (3.03 mL) in 1,2-dichloroethane (29.0 mL) was added over a period of 4 hours and the mixture was stirred at room temperature for 19 hours. The reaction mixture was concentrated under reduced pressure and purified by silica gel column chromatography (n-hexane:diethyl ether=20:1) to give ethyl trans-2-phenylcyclopropanecarboxylate as a colorless oil (2.42 g) and ethyl cis-2-phenylcyclopropanecarboxylate as a colorless oil (1.51 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09422240B2 |
| 出典データセット | uspto-grants-2016_08 |
| ORD ID | ord-cd51802230054e0eb6a9d8fe7618ce9e |
| 出典メモ | uspto-grants-2016_08 |