반응 #215959

반응 방정식

valeryl chloride

2-(2-methoxy-1-naphthyl)ethylamine

triethylamine

potassium hydroxide

chloride

→

N-[2-(2-methoxynaphthyl)ethyl]pentanamide

수율 46.8%

용매

dichloromethane

water

반응 조건

후처리

1. 1
   workup.ADDITIONis introduced into a 100-cm3 two-necked flask under an inert atmosphere
2. 2
   온도The mixture is cooled with an ice bath
3. 3
   workup.ADDITIONis introduced
4. 4
   기타After the introduction of the reactants, the ice bath is removed
5. 5
   기타reaction
6. 6
   추출After extraction three times with dichloromethane
7. 7
   건조the organic phase is dried over magnesium sulfate
8. 8
   기타After evaporation of the solvent and recrystallization of the solid
9. 9
   기타obtained, in the heated state, in a pentane/ethyl acetate mixture

실험 절차

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%.

출처