تفاعل #725902

ord-330c1c7478f743a584e01ed07d7f141d

معادلة التفاعل

COC(=O)COc1ccc(N=C=O)cc1
(4-Isocyanato-phenoxy)-acetic acid methyl ester
OCCO
ethylene glycol
COC(=O)COc1ccc(NC(=O)OCCO)cc1
29
المردود 82.9%
COC(=O)COc1ccc(NC(=O)OCCO)cc1
[4-(2-Hydroxy-ethoxycarbonylamino)-phenoxy]-acetic acid methyl ester
المردود 82.9%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
42°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحcrude 29 was filtered
  2. 2
    أخرىdried
  3. 3
    أخرىpurified by column chromatography on silica gel

الإجراء التجريبي

(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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07691364B2uspto-grants-2010_04