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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 594808Generated: October 30, 2026

Aluminium lithium hydride → 4-cyclopropyl-N-(2-methoxyethyl)aniline

https://huagongshe.com/reaction/594808

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminium lithium hydrideHCID 21226445—
ReactantN-(4-cyclopropylphenyl)-2-methoxyacetamideHCID 118597819—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product4-cyclopropyl-N-(2-methoxyethyl)anilineHCID 11859788479%

Reaction Steps

To a solution of this N-(4-cyclopropylphenyl)-2-methoxyacetamide in THF (20 mL) was added LAH (5.0 mL, 2.4 M in THF, 12 mmol) at 0° C. The reaction was stirred at r.t. for 2 h. The solution was diluted with water (0.5 mL) and EtOAc (30 mL), dried (Na2SO4), and concentrated. Purification by silica gel chromatography (0% to 15% MeOH/DCM) gave 912 mg (79%) of the title compound as a yellow oil. [M+H] Calc'd for C12H17NO, 192. Found, 192.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242968B2
Source datasetuspto-grants-2016_01
ORD IDord-daf040f141164d06983646e6051fda1e
Source noteuspto-grants-2016_01