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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1894853Generated: October 26, 2026

Water → Ethyl [(1-phenylaminocyclohexylmethyl)amino]acetate

https://huagongshe.com/reaction/1894853

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl bromoacetateHCID 7748—
ReactantSodium hydrideHCID 24758—
ReactantN-[1-(Aminomethyl)cyclohexyl]anilineHCID 16227755—
SolventDimethylformamideHCID 6228—
ProductEthyl [(1-phenylaminocyclohexylmethyl)amino]acetateHCID 8664697675%

Reaction Steps

110 mg (2.69 mmol) of sodium hydride are added to a solution of 500 mg (2.45 mmol) of (1-aminomethylcyclohexyl)phenylamine in 20 ml of dimethyl formamide. The solution is stirred for 1 h at room temperature and 270 μl (2.45 mmol) of ethyl bromoacetate are added. The reaction medium is stirred at room temperature for 2 h. It is then poured into water and extracted with ethyl acetate. The organic phases are collected and washed with water. They are dried over sodium sulfate. The solvents are evaporated. The residue is chromatographed on silica gel (heptane then heptane/ethyl acetate 90/10, v/v). 530 mg of ethyl [(1-phenylamino-cyclohexylmethyl)amino]acetate are obtained in the form of a colorless oil. Yield=75%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08513307B2
Source datasetuspto-grants-2013_08
ORD IDord-61deb9531fe14df592fb3c1901805f1d
Source noteuspto-grants-2013_08