تفاعل #725906

ord-4f778e4ff1c245928c7cadb74374ece3

معادلة التفاعل

COC(=O)C(C)Oc1ccc(NC(=O)OCCO)cc1
2-[4-(2-Hydroxyethoxycarbonylamino)phenoxy]propionic acid methyl ester
COC(=O)C(C)Oc1ccc(NC(=O)OCCO)cc1
2-[4-(2-Hydroxy-ethoxycarbonylamino)-phenoxy]-propionic acid methyl ester
COC(=O)C(C)Oc1ccc(N=C=O)cc1
2-(4-Isocyanato-phenoxy)-propionic acid methyl ester
COC(=O)C(C)Oc1ccc(NC(=O)OCCOC(=O)Nc2ccc(OC(C)C(=O)OC)cc2)cc1
34
المردود 61.8%
COC(=O)C(C)Oc1ccc(NC(=O)OCCOC(=O)Nc2ccc(OC(C)C(=O)OC)cc2)cc1
2-(4-{2-[4-(1-Methoxycarbonyl-ethoxy)-phenylcarbamoyloxy]-ethoxycarbonylamino}-phenoxy)-propionic acid methyl ester
المردود 61.8%

المذيبات

ظروف التفاعل

درجة الحرارة
60°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.DISTILLATIONToluene was distilled off
  2. 2
    workup.ADDITIONwater (50 ml) was added
  3. 3
    ترشيحThe solids were filtered
  4. 4
    أخرىdried
  5. 5
    أخرىto give crude 34, which
  6. 6
    أخرىwas purified by column chromatography on silica gel

الإجراء التجريبي

To 2-[4-(2-Hydroxyethoxycarbonylamino)phenoxy]propionic acid methyl ester 33 (5 g, 17.66 mmol) in toluene (50 ml) was added 2-(4-Isocyanato-phenoxy)-propionic acid methyl ester 32 (3.9 g, 17.64 mmol) at room temperature and heated to 60° C. for 30 hours. Toluene was distilled off and water (50 ml) was added. The solids were filtered and dried to give crude 34, which was purified by column chromatography on silica gel using chloroform as eluant to get pure 34 (5.5 g, 61.8%) as a white powder. M.p: 98-100° C.

المصدر

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