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HRID 1584581作成日:2026年10月27日

Water → (2-Methylcyclohexyl)methanamine

https://huagongshe.com/reaction/1584581

反応式

関与物質

役割名称HCID仕込み量
反応物WaterHCID 962—
反応物IsoindolineHCID 422478—
反応物cis-OctahydroisoindoleHCID 10964494—
反応物HCID 178418361HCID 178418361—
触媒HCID 178503044HCID 178503044—
溶媒tert-ButanolHCID 6386—
生成物(2-Methylcyclohexyl)methanamineHCID 212250483.8%
生成物(3aR,7aR)-Octahydro-1H-isoindoleHCID 366891950.1%

反応手順

In a 3-liter GL autoclave fitted with a electromagnetic stirrer are added 129 g of isoindoline, 516 g of 50% water-containing tert-butyl alcohol and 26 g of 5% ruthenium-carbon catalyst (50% water-containing). The reaction mixture is subjected to a hydrogen-pressure of 30 kg/cm2 and a temperature of 130° C. After a 6 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-hexahydroisoindoline is 96.0%. In addition, 0.1% of trans-hexahydroisoindoline and 3.8% of 2-methylcyclohexylmethylamine is formed. After concentrating the reacted solution, the residue is purified by distillation to give 123.2 g of cis-hexahydroisoindoline (yield 91%).

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-0acfcbf59edf442297448657bdbc7e2e
出典メモuspto-grants-1999_08