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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1483833Generated: October 31, 2026

Ethyl Acetate → trans-2-(4-Hydroxycyclohexyl)-isoindole-1,3-dione

https://huagongshe.com/reaction/1483833

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
ReactantN-CarbethoxyphthalimideHCID 31187—
Reactant4-AminocyclohexanolHCID 81293—
SolventWaterHCID 962—
Producttrans-2-(4-Hydroxycyclohexyl)-isoindole-1,3-dioneHCID 28872656.82%

Reaction Steps

To a solution of ethyl 1,3-dioxoisoindoline-2-carboxylate (1.67 g, 7.19 mmol) in water (16 mL) was added 4-aminocyclohexanol (1.31 g, 8.63 mmol), followed by K2CO3 (1.59 g, 11.5 mmol). The mixture was stirred at room temperature for 2 h. TLC (PE:EA=1:1) showed the reaction was complete. The mixture was filtered and the solid was dried under vacuum to give 2-(4-hydroxycyclohexyl)isoindoline-1,3-dione (1 g, 56.82%) as a brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09416132B2
Source datasetuspto-grants-2016_08
ORD IDord-043fd045f9b2434c90917f7136594493
Source noteuspto-grants-2016_08