Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1020747Generated: November 1, 2026

Ethyl Acetate → 1-(2-Naphthyl)methanamine

https://huagongshe.com/reaction/1020747

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium SulfateHCID 24436—
Reactant2-NaphthalenecarboxamideHCID 75245—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
Product1-(2-Naphthyl)methanamineHCID 137282—

Reaction Conditions

Temperature2.5 °C

Reaction Steps

Naphthalene-2-carboxylic acid amide (0.8 g, 1 eq, 4.678 mmol) was dissolved in THF (80 mL) and the solution was cooled down to 0-5° C. A 1.0 M solution of Lithium Aluminium Hydride (LAH) in THF (1.42 g, 8.0 eq, 37.0 mmol) was added drop-wise at 0-5° C. The reaction mixture was stirred at RT overnight. After completion of the reaction (confirmed by TLC), ethyl acetate at 0-5° C. was slowly added to quench the excess LAH in reaction mixture followed by the addition of saturated sodium sulphate solution (2 mL). The reaction mass was filtered through a hy-flow bed and the filtrate was concentrated in vacuo to afford the crude product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08716473B2
Source datasetuspto-grants-2014_05
ORD IDord-891fd709a4d848c098b57d7745b298bb
Source noteuspto-grants-2014_05