Реакция #2045022

Уравнение реакции

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

ethylene glycol

→

33

Выход 50.8%

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

Выход 50.8%

Растворители

Water

Условия реакции

Обработка

1. 1
   Другоеrose to 58° C
2. 2
   Температураto cool
3. 3
   Экстракцияcrude 33 was extracted into chloroform
4. 4
   Промывкаwashed with water (2×50 ml)
5. 5
   Сушкаdried over sodium sulphate
6. 6
   workup.DISTILLATIONdistilled
7. 7
   ДругоеCrude 33 was purified by column chromatography on silica gel

Методика

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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