Reaction #2045018

Reaction equation

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

ethylene glycol

→

29

Yield 82.9%

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

Yield 82.9%

Solvents

Water

Conditions

Workup

1. 1
   Filtrationcrude 29 was filtered
2. 2
   Otherdried
3. 3
   Otherpurified by column chromatography on silica gel

Procedure

(4-Isocyanato-phenoxy)-acetic acid methyl ester 28 (15 g, 72.46 mmol) was added to ethylene glycol (30 ml) at room temperature. The reaction was exothermic and the temperature raised to 42° C. Later the reaction mixture was stirred at room temperature for 16 hours. Water (100 ml) was added and crude 29 was filtered, dried and purified by column chromatography on silica gel using chloroform as eluant to get pure 29 (16.17 g, 82.9%) as a off-white powder. M.p: 85.5-87.5° C.

Source