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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 483490Generated: October 25, 2026

Water → N-(alpha-methylcinnamoyl)-N-(1-benzyl-4-piperidinyl)aniline

https://huagongshe.com/reaction/483490

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantN-Phenyl-1-(phenylmethyl)-4-piperidinamineHCID 70865—
Reactantalpha-MethylcinnamoylchlorideHCID 230201—
SolventDiisopropyl EtherHCID 7914—
ProductN-(alpha-methylcinnamoyl)-N-(1-benzyl-4-piperidinyl)anilineHCID 5426474690.2%

Reaction Steps

To a mixture of N-(1-benzyl-4-piperidinyl)aniline (6.4 g), diisopropyl ether (70 ml) and triethylamine (4.8 ml) is added at 70° C. a solution of α-methylcinnamoyl chloride (4.9 g) in diisopropyl ether (10 ml). After stirring at the same temperature for 30 minutes, water is added to the reaction solution and the mixture is extracted with ethyl acetate. The extract is concentrated by distilling off the solvent and to the resulting residue is added diethyl ether and the formed crystals are separated by filtration to give N-(α-methylcinnamoyl)-N-(1-benzyl-4-piperidinyl)aniline (8.9 g), m.p. 150°-152° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05225402
Source datasetuspto-grants-1993_07
ORD IDord-4d9f6a71c1634e9e84c3e79c2f9ee452
Source noteuspto-grants-1993_07