반응 #62908

반응 방정식

pyroglutamic acid

n-decanol

dicyclohexylcarbodiimide

→

Decyl Pyroglutamate

용매

dichloromethane

반응 조건

후처리

1. 1
   workup.ADDITIONwere added
2. 2
   기타the cooling bath was removed
3. 3
   workup.STIRRINGthe mixture was stirred at room temperature overnight
4. 4
   기타The dichloromethane was evaporated off
5. 5
   여과filtered
6. 6
   세척The filtrate was washed with 1N HCl, water, aqueous bicarbonate and water
7. 7
   건조It was then dried over Na2SO4
8. 8
   기타evaporated
9. 9
   기타It was chromatographed over silica gel
10. 10
    세척The pure decyl ester was eluted with ethylacetate-chloroform (1:4), 2.3 g m.p. 34°-35°

실험 절차

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°.

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