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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1766336Generated: October 26, 2026

p-Anisoyl chloride → 4-methoxy-N-(5-oxo-5,6,7,8-tetrahydro-naphthalen-2-yl)-benzamide

https://huagongshe.com/reaction/1766336

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Anisoyl chlorideHCID 7477—
ReactantTriethylamineHCID 8471—
Reactant6-Amino-1,2,3,4-tetrahydronaphthalen-1-oneHCID 339537—
SolventTetrahydrofuranHCID 8028—
Product4-methoxy-N-(5-oxo-5,6,7,8-tetrahydro-naphthalen-2-yl)-benzamideHCID 2111030592%

Reaction Steps

Reaction of 6-Amino-3,4-dihydro-2H-naphthalen-1-one (80 mg, 0.50 mmol) in THF (6 mL) with p-anisoyl chloride (90 mg, 0.65 mmol) in presence of triethylamine (90 μL, 0.65 mmol) according to method A gave 4-methoxy-N-(5-oxo-5,6,7,8-tetrahydro-naphthalen-2-yl)-benzamide (135 mg, 0.46 mmol, 92% yield) as a white powder after purification by flash chromatography on silica gel (eluent: EtOAc/DCM 0/10 to 2/8).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07230020B2
Source datasetuspto-grants-2007_06
ORD IDord-b24508097df8478486a38598694221d5
Source noteuspto-grants-2007_06