Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1584581Erstellt: 27. Oktober 2026

Water → (2-Methylcyclohexyl)methanamine

https://huagongshe.com/reaction/1584581

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktIsoindolineHCID 422478—
Eduktcis-OctahydroisoindoleHCID 10964494—
EduktHCID 178418361HCID 178418361—
KatalysatorHCID 178503044HCID 178503044—
Lösungsmitteltert-ButanolHCID 6386—
Produkt(2-Methylcyclohexyl)methanamineHCID 212250483,8%
Produkt(3aR,7aR)-Octahydro-1H-isoindoleHCID 366891950,1%

Reaktionsschritte

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%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05932744
Quelldatensatzuspto-grants-1999_08
ORD IDord-0acfcbf59edf442297448657bdbc7e2e
Quellennotizuspto-grants-1999_08