반응 #725905

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2-(4-Isocyanato-phenoxy)-propionic acid methyl ester

ethylene glycol

→

33

수율 50.8%

2-[4-(2-Hydroxy-ethoxycarbonylamino)-phenoxy]-propionic acid methyl ester

수율 50.8%

용매

Water

반응 조건

후처리

1. 1
   기타rose to 58° C
2. 2
   온도to cool
3. 3
   추출crude 33 was extracted into chloroform
4. 4
   세척washed with water (2×50 ml)
5. 5
   건조dried over sodium sulphate
6. 6
   workup.DISTILLATIONdistilled
7. 7
   기타Crude 33 was purified by column chromatography on silica gel

실험 절차

2-(4-Isocyanato-phenoxy)-propionic acid methyl ester 32 (20 g, 90.49 mmol) was added to ethylene glycol (40 ml) at room temperature. The reaction was exothermic and the temperature rose to 58° C. The mixture was allowed to cool and later stirred at room temperature for 16 hours. Water (150 ml) was added and crude 33 was extracted into chloroform, washed with water (2×50 ml), dried over sodium sulphate and distilled. Crude 33 was purified by column chromatography on silica gel using chloroform as eluant to get pure 33 (13 gr, 50.76%) as a syrup which crystallized in 48 hours as a white powder. M.p: 90.5-92.8° C.

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