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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 564570Generated: October 30, 2026

Aluminium lithium hydride → ({3'-[(1-Methyl-4-piperidinyl)methyl]-3-biphenylyl}methyl)amine

https://huagongshe.com/reaction/564570

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminium lithium hydrideHCID 21226445—
Reactant1,1-Dimethylethyl 4-{[3'-(aminomethyl)-3-biphenylyl]methyl}-1-piperidinecarboxylate HydrochlorideHCID 67005729—
SolventDiethyl EtherHCID 3283—
Product({3'-[(1-Methyl-4-piperidinyl)methyl]-3-biphenylyl}methyl)amineHCID 5781325468%

Reaction Steps

To 1,1-dimethylethyl 4-{[3′-(aminomethyl)-3-biphenylyl]methyl}-1-piperidinecarboxylate hydrochloride (1.23 g, 2.95 mmol) was added LiAlH4 (5.90 mL, 1N in THF, 5.90 mmol) and the reaction was stirred at room temperature until the was complete per monitoring with LC-MS. The reaction mixture was diluted with Et2O (50 mL) and quenched with Na2CO3 (saturated aqueous), filtered, concentrated and purified with Combiflash chromatograph to afford 0.59 g (68%) of the title compound. LC-MS m/z 295 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08067408B2
Source datasetuspto-grants-2011_11
ORD IDord-186aeb6004fd4c17bf2c74b668952924
Source noteuspto-grants-2011_11