Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 322490Generated: October 25, 2026

1-Naphthalenemethanamine → 4-Oxo-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid-(naphthalene-1-ylmethyl)-amide

https://huagongshe.com/reaction/322490

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-NaphthalenemethanamineHCID 8355—
Reactant1,2,3,4-Tetrahydro-4-oxo-1-naphthoic acidHCID 253249—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product4-Oxo-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid-(naphthalene-1-ylmethyl)-amideHCID 22719667—

Reaction Steps

A mixture of 1-naphthalenemethylamine (1.37 g, 7.2 mmol), 4-oxo-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid (1.13 g, 7.2 mmol) ECD (2.87 g, 15 mmol), and DMAP (1.83 g, 15 mmol) in CH2Cl2 (20 mL) was stirred at room temperature. After 12 h, the reaction mixture was concentrated and the residue was purified by flash column chromatography (2-5% MeOH in CH3Cl to yield the product (2.29 g, 97% liht yellow solid, m.p. 155-156° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06211241B1
Source datasetuspto-grants-2001_04
ORD IDord-759468f54e614c279f16fe414fa89104
Source noteuspto-grants-2001_04