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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 266782Generated: October 25, 2026

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

https://huagongshe.com/reaction/266782

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 numberUS05652247
Source datasetuspto-grants-1997_07
ORD IDord-e2133742560e4bcb802435a7917a8480
Source noteuspto-grants-1997_07