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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 546614Generated: October 25, 2026

Water → 4-(Pyrrolidin-1-ylmethyl)aniline

https://huagongshe.com/reaction/546614

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
Reactant4-(Pyrrolidin-1-ylcarbonyl)anilineHCID 577800—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
Product4-(Pyrrolidin-1-ylmethyl)anilineHCID 77685292.8%

Reaction Steps

To a solution of 1.28 g of 4-(pyrrolidin-1-ylcarbonyl)aniline obtained in stage b) below in 100 mL of tetrahydrofuran are added, under argon, 1.28 g of lithium aluminium hydride. The reaction mixture is stirred for one hour at room temperature and then cooled to 0° C. and treated successively with 1.28 mL of water, 1.28 mL of 15% (by weight) sodium hydroxide solution and 3.85 mL of water. The solid formed is filtered off and washed with ethyl acetate, and the filtrate is concentrated under reduced pressure to give 1.1 g of 4-(pyrrolidin-1-ylmethyl)aniline in the form of a dark yellow oil, the characteristics of which are as follows:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935819B2
Source datasetuspto-grants-2011_05
ORD IDord-2b31dc900f59464ba45724722e5919af
Source noteuspto-grants-2011_05