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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 478693Generated: October 30, 2026

Triethylamine → 3-[(8-Methoxy-2,2-dimethyl-2H-chromen-5-yl)amino]-2-naphthoic acid

https://huagongshe.com/reaction/478693

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPotassium AcetateHCID 517044—
Reactant7-methoxy-2,2-dimethyl-2H-1-benzopyran-5-ylamineHCID 10998153—
Reactant3-Bromonaphthalene-2-carboxylic acidHCID 12226353—
CatalystCupric acetate monohydrateHCID 165397—
SolventIsopropanolHCID 3776—
SolventDichloromethaneHCID 6344—
Product3-[(8-Methoxy-2,2-dimethyl-2H-chromen-5-yl)amino]-2-naphthoic acidHCID 22064510—

Reaction Steps

A solution containing 1.2 mmol of 3-bromonaphthalene-2-carboxylic acid, 1.19 mmol of 7-methoxy-2,2-dimethyl-2H-1-benzopyran-5-ylamine, 2.38 mmol of potassium acetate, 10 mg of Cu(OAc)2.H2O and 1.19 mmol of triethylamine in 17 ml of 2-propanol is refluxed for 24 hours and then concentrated under reduced pressure. The residue obtained is taken up in a 2/1 mixture of dichloromethane/1N HCl. The aqueous phase is extracted with dichloromethane and the combined organic phases are then treated in conventional manner. Chromatography of the residue over silica gel (dichloromethane) allows the expected product to be isolated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06642248B2
Source datasetuspto-grants-2003_11
ORD IDord-60cc58db8b8f4133b005747252fcd923
Source noteuspto-grants-2003_11