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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 324026Generated: October 30, 2026

Chloroform → HCID 10790513, compound

https://huagongshe.com/reaction/324026

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 numberUS06214996B1
Source datasetuspto-grants-2001_04
ORD IDord-513c2b67bcab47f5a8c519b24232d0bb
Source noteuspto-grants-2001_04