反応 #725905

反応方程式

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

ethylene glycol

→

33

収率 50.8%

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

収率 50.8%

溶媒

Water

反応条件

後処理

1. 1
   その他rose to 58° C
2. 2
   温度to cool
3. 3
   抽出crude 33 was extracted into chloroform
4. 4
   洗浄washed with water (2×50 ml)
5. 5
   乾燥dried over sodium sulphate
6. 6
   workup.DISTILLATIONdistilled
7. 7
   その他Crude 33 was purified by column chromatography on silica gel

実験手順

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.

出典