Reaktion #725903

Reaktionsgleichung

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

(4-Isocyanato-phenoxy)-acetic acid methyl ester

→

30

Ausbeute 56.5%

{4-[2-(4-Methoxycarbonylmethoxy-phenylcarbamoyloxy)-ethoxycarbonylamino]-phenoxy}-acetic acid methyl ester

Ausbeute 56.5%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.DISTILLATIONToluene was distilled off
2. 2
   workup.ADDITIONwater (10 ml) was added
3. 3
   ExtraktionCrude 30 was extracted into chloroform
4. 4
   Trocknendried over sodium sulphate
5. 5
   workup.DISTILLATIONdistilled
6. 6
   Sonstigepurified by column chromatography on silica gel

Vorschrift

To [4-(2-Hydroxy-ethoxycarbonylamino)-phenoxy]-acetic acid methyl ester 29 (1 g, 3.72 mmol) in toluene (10 ml) was added (4-Isocyanato-phenoxy)-acetic acid methyl ester 28 (0.8 g, 3.8 mmol) at room temperature and heated to 50° C. for 20 hours. Toluene was distilled off and water (10 ml) was added. Crude 30 was extracted into chloroform, dried over sodium sulphate, distilled and purified by column chromatography on silica gel using chloroform as eluant to get pure 30 (1 g, 56.5%) as a white fluffy powder.

Quelle