反応 #62908

反応方程式

pyroglutamic acid

n-decanol

dicyclohexylcarbodiimide

→

Decyl Pyroglutamate

溶媒

dichloromethane

反応条件

後処理

1. 1
   workup.ADDITIONwere added
2. 2
   その他the cooling bath was removed
3. 3
   workup.STIRRINGthe mixture was stirred at room temperature overnight
4. 4
   その他The dichloromethane was evaporated off
5. 5
   ろ過filtered
6. 6
   洗浄The filtrate was washed with 1N HCl, water, aqueous bicarbonate and water
7. 7
   乾燥It was then dried over Na2SO4
8. 8
   その他evaporated
9. 9
   その他It was chromatographed over silica gel
10. 10
    洗浄The pure decyl ester was eluted with ethylacetate-chloroform (1:4), 2.3 g m.p. 34°-35°

実験手順

To an ice cold suspension of pyroglutamic acid (1.3 g) and n-decanol (1.6 g) in dichloromethane (50 ml), dicyclohexylcarbodiimide (2.1 g) and 4-dimethylaminopyridine (0.1 g) were added. After stirring at ice bath temperature for 2 hours, the cooling bath was removed and the mixture was stirred at room temperature overnight. The dichloromethane was evaporated off. The residue was taken in ether and filtered. The filtrate was washed with 1N HCl, water, aqueous bicarbonate and water. It was then dried over Na2SO4 and evaporated. The residue weighed 2.75 g. It was chromatographed over silica gel. The pure decyl ester was eluted with ethylacetate-chloroform (1:4), 2.3 g m.p. 34°-35°.

出典