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HRID 1584585作成日:2026年10月26日

1-(2,3-dihydro-1H-isoindol-2-yl)ethan-1-one → trans-hexahydro-N-acetylisoindoline

https://huagongshe.com/reaction/1584585

反応式

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-oneHCID 15444356—
反応物cis-hexahydro-N-acetylisoindolineHCID 54454143—
反応物HCID 178418361HCID 178418361—
触媒HCID 178503044HCID 178503044—
溶媒MethanolHCID 887—
生成物trans-hexahydro-N-acetylisoindolineHCID 867543700.2%

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

DOI10.6084/m9.figshare.5104873.v1
特許番号US05932744
出典データセットuspto-grants-1999_08
ORD IDord-47db33fc981c43b0bae87edf744595c0
出典メモuspto-grants-1999_08