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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1939293Generated: October 27, 2026

Morpholine → 4-Hexyl-3-nitrobenzoic acid morpholide

https://huagongshe.com/reaction/1939293

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantHCID 18929684HCID 18929684—
SolventChloroformHCID 6212—
Product4-Hexyl-3-nitrobenzoic acid morpholideHCID 5400777387.7%

Reaction Steps

The compound ([5]-(53)-75) (7.60 g) prepared in Example 61 was dissolved in anhydrous chloroform (152 ml). Then, 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (6.37 g), 1-hydroxybenzotriazole (4.48 g), and morpholine (6.31 g) were added to the solution. The reaction mixture was stirred at room temperature for 7 hours. After the reaction was completed, chloroform was added. The solution was washed with 0.5N HCl aqueous solution, 0.5N NaOH aqueous solution, and distilled water. After the organic layer was dried over anhydrous sodium sulfate, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (Kieselgel 60=150 g, hexane/ethyl acetate=1/1) to obtain the above-captioned compound ([5]-(54)-75) (8.50 g) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05696118
Source datasetuspto-grants-1997_12
ORD IDord-b78a2dbb2f2444059c63c255f3e2035d
Source noteuspto-grants-1997_12