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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 448744Generated: October 29, 2026

1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → 2-(Phenylmethyl)-3-oxa-1-azaspiro[4.5]dec-1-en-4-one

https://huagongshe.com/reaction/448744

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantHCID 18417075HCID 18417075—
SolventDichloromethaneHCID 6344—
Product2-(Phenylmethyl)-3-oxa-1-azaspiro[4.5]dec-1-en-4-oneHCID 2473980286%

Reaction Steps

633 mg (3.3 mmol) of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride was added to a solution of 784 mg (3 mmol) of 1-[(phenylacetyl)amino]cyclohexanecarboxylic acid obtained in Reference Example 2 in 20 ml of methylene chloride. After the mixture was stirred at room temperature for 4 hours, the reaction solution was concentrated under reduced pressure, ethyl acetate was added thereto, and the mixture was successively washed with water, a 10% aqueous potassium hydrogensulfate solution, a saturated aqueous sodium hydrogencarbonate solution and saturated brine, followed by drying with anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain 625 mg (86%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481725B2
Source datasetuspto-grants-2013_07
ORD IDord-a9e772c93a8b41dcb6b27ea6b538da87
Source noteuspto-grants-2013_07