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1-(2,3-dihydro-1H-isoindol-2-yl)ethan-1-one → trans-hexahydro-N-acetylisoindoline
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1-(2,3-dihydro-1H-isoindol-2-yl)ethan-1-one | HCID 15444356 | — |
| 反応物 | cis-hexahydro-N-acetylisoindoline | HCID 54454143 | — |
| 反応物 | HCID 178418361 | HCID 178418361 | — |
| 触媒 | HCID 178503044 | HCID 178503044 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | trans-hexahydro-N-acetylisoindoline | HCID 86754370 | 0.2% |
反応手順
In a 3-liter GL autoclave fitted with a electromagnetic stirrer are added 175 g of N-acetylisoindoline, 825 g of methylalcohol and 17 g of 5% ruthenium-carbon catalyst (50% water-containing). The reaction mixture is subjected to a hydrogen-pressure of 20 kg/cm2 and a temperature of 110° C. After a 8 hour hydrogen introduction, the drop in the rate of the hydrogen-absorption is observed, at this point the introduction of hydrogen is ceased to terminate the reaction. After the termination of reaction, the catalyst is filtered out from the reacted solution. By the result of the capillary chromatographic analysis, the yield of cis-hexahydro-N-acetylisoindoline is 93.7%. In addition, 0.2% of trans-hexahydro-N-acetylisoindoline is formed.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05932744 |
| 出典データセット | uspto-grants-1999_08 |
| ORD ID | ord-47db33fc981c43b0bae87edf744595c0 |
| 出典メモ | uspto-grants-1999_08 |