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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 555378Generated: October 25, 2026

Hydrazine hydrate (1:1) → 4-(4-Aminocyclohexyloxy)benzoic acid ethyl ester

https://huagongshe.com/reaction/555378

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant4-[4-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-cyclohexyloxy]-benzoic acid ethyl esterHCID 16756629—
SolventEthanolHCID 702—
SolventChloroformHCID 6212—
Product4-(4-Aminocyclohexyloxy)benzoic acid ethyl esterHCID 1675616998.5%

Reaction Conditions

Temperature7.5 °C

Reaction Steps

To a solution of 4-[4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-cyclohexyloxy]-benzoic acid ethyl ester (6.3 g, 16.0 mmol) in CHCl3 (50 mL) and ethanol (60 mL) was added hydrazine hydrate (16.0 g, 320.2 mmol). Stirring was continued at ambient temperature for 2 days. The reaction mixture was then cooled to 5-10° C. and the white precipitate was filtered off. The filtrate was washed with water, dried and the solvent evaporated under vacuum to afford 4.15 g (98%) of 4-(4-amino-cyclohexyloxy)-benzoic acid ethyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08053447B2
Source datasetuspto-grants-2011_11
ORD IDord-58ea6859ac654d3c99f40af741ae9cb4
Source noteuspto-grants-2011_11