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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1584584Generated: October 30, 2026

HCID 12221967, compound → HCID 86754369, compound

https://huagongshe.com/reaction/1584584

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 12221967HCID 12221967—
ReactantEthyl 1,3-dihydro-2H-isoindole-2-carboxylateHCID 13097838—
ReactantHCID 178418361HCID 178418361—
CatalystHCID 178503043HCID 178503043—
SolventEthanolHCID 702—
ProductHCID 86754369HCID 867543690.6%

Reaction Steps

In a 3-liter GL autoclave fitted with a electromagnetic stirrer are added 207 g of N-ethoxycarbonylisoindoline, 793 g of ethylalcohol and 20 g of 5% rhodium-carbon catalyst (50% water-containing). The reaction mixture is subjected to a hydrogen-pressure of 25 kg/cm2 and a temperature of 130° C. After a 10 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-ethoxycarbonylisoindoline is 95.3%. In addition, 0.6% of trans-hexahydro-N-ethoxycarbonylisoindoline is formed.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05932744
Source datasetuspto-grants-1999_08
ORD IDord-034b8c9a734c4d5795201b41b3a1a7ad
Source noteuspto-grants-1999_08