반응 #83174

반응 방정식

D-glucono-1,5-lactone

DL-alanine dodecyl ester p-toluenesulfonate salt

triethylamine

→

dodecyl alaninate

수율 73.0%

용매

isopropanol

isopropanol

반응 조건

후처리

1. 1
   기타A 100 ml round bottom flask equipped with a condenser, addition funnel
2. 2
   workup.ADDITIONwere added dropwise over 15 minutes from an addition funnel
3. 3
   온도cooled to room temperature
4. 4
   여과The white product was filtered
5. 5
   세척washed with chloroform (3×150 ml)
6. 6
   기타dried under high vacuum at 35° C.

실험 절차

A 100 ml round bottom flask equipped with a condenser, addition funnel, thermometer and mechanical stirrer was charged with D-glucono-1,5-lactone (7.0 g, 0.04 mole) and isopropanol (30 g). The suspension was heated to 60° C. over 15 minutes. A mixture of DL-alanine dodecyl ester p-toluenesulfonate salt (16.9 g, 0.04 mole), triethylamine (4.0 g 0.04 mole) and isopropanol (20 g) were added dropwise over 15 minutes from an addition funnel. The reaction mixture was stirred rapidly for about 6 hrs and then cooled to room temperature. The white product was filtered, washed with chloroform (3×150 ml) and dried under high vacuum at 35° C. giving 12.5 g (73% yield) of N-D-gluconyl dodecyl alaninate with a melting point of 97°-98° C. and 98.8% purity.

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