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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1451549Generated: October 30, 2026

Chloride → HCID 10446654, compound

https://huagongshe.com/reaction/1451549

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorideHCID 312—
ReactantTriethylamineHCID 8471—
ReactantPotassium HydroxideHCID 14797—
ReactantValeryl chlorideHCID 61186—
Reactant2-(2-methoxy-1-naphthyl)ethanamine(SALTDATA: HCl)HCID 11820140—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 10446654HCID 1044665446.8%

Reaction Steps

0.59 g (2.93 mmol) of 2-(2-methoxy-1-naphthyl)ethylamine, which is solubilized in 20 cm3 of anhydrous dichloromethane, is introduced into a 100-cm3 two-necked flask under an inert atmosphere. The mixture is cooled with an ice bath and stirred, and 0.61 cm3 (4.37 mmol) of triethylamine dried over potassium hydroxide, is introduced, followed by 0.42 cm3 (3.54 mmol) of valeryl chloride. After the introduction of the reactants, the ice bath is removed and reaction is allowed to proceed at room temperature for 30 min. Hydrolysis of the excess chloride is carried out by pouring the reaction mixture into water. After extraction three times with dichloromethane, the organic phase is dried over magnesium sulfate. After evaporation of the solvent and recrystallization of the solid obtained, in the heated state, in a pentane/ethyl acetate mixture, 0.39 g (1.37 mmol) of N-[2-(2-methoxynaphthyl)ethyl]pentanamide (white solid) is obtained, equivalent to a yield after purification of 47%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05604261
Source datasetuspto-grants-1997_02
ORD IDord-303ad667b5c942eb97ae1cf931a8bdad
Source noteuspto-grants-1997_02