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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200122Generated: October 31, 2026

Aluminium lithium hydride → 4-(1-Methylpiperidin-4-yl)-3-(trifluoromethyl)aniline

https://huagongshe.com/reaction/2200122

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminium lithium hydrideHCID 21226445—
ReactantTert-butyl 4-(4-amino-2-(trifluoromethyl)phenyl)piperidine-1-carboxylateHCID 90028532—
SolventTetrahydrofuranHCID 8028—
Product4-(1-Methylpiperidin-4-yl)-3-(trifluoromethyl)anilineHCID 8930603961.9%

Reaction Steps

Add LiAlH4 (66.5 mg, 1.75 mmol) at 0° C. to the mixture of tert-butyl 4-(4-amino-2-(trifluoromethyl)phenyl)piperidine-1-carboxylat (151 mg, 0.438 mmol) in THF (3 mL), stir the reaction mixture overnight at room temperature. Quench the reaction with 15% sodium hydroxide solution, filter and concentrate the filtrate under reduced pressure. Purify the residue by flash chromatography (silica gel, DCM:MeOH=15:1) to afford the desired product (70 mg, 56%). MS: (M+1): 259.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359338B2
Source datasetuspto-grants-2016_06
ORD IDord-ec34673e743a4109a1b45d2f6a3107a8
Source noteuspto-grants-2016_06