تفاعل #62908

معادلة التفاعل

pyroglutamic acid

n-decanol

dicyclohexylcarbodiimide

→

Decyl Pyroglutamate

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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°.

المصدر