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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 613023Generated: October 31, 2026

Chloroform → HCID 10790513, compound

https://huagongshe.com/reaction/613023

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantBromocyclopentaneHCID 8728—
ReactantSodium hydrideHCID 24758—
ReactantHCID 22007341HCID 22007341—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 10790513HCID 1079051332%

Reaction Steps

To a solution of 1-(2-chloro-4-pyridyl)-2,2-bis(methoxycarbonyl)-6-hydroxy-7-methoxynaphthalene (3.34 g) in dimethylformamide (150 ml) is added sodium hydride (0.4 g) under ice-cooling, and the mixture is stirred at room temperature for 30 minutes. To the reaction mixture is added dropwise cyclopentyl bromide (1.8 ml), and the mixture is heated with stirring at 80° C. overnight. The mixture is heated at 130° C. for two hours. To the resultant are added chloroform and water, and the chloroform layer is separated, washed, dried, and concentrated under reduced pressure to remove the solvent. The residue is crystallized from 1-(2-chloro-4-pyridyl)-2,3-bis(methoxycarbonyl)-6-cyclopentyloxy-7-methoxynaphthalene (1.24 g, yield; 32%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06005106
Source datasetuspto-grants-1999_12
ORD IDord-c5af5ac3c9c64cb39e3ae02aa890876a
Source noteuspto-grants-1999_12