تفاعل #725903

ord-79436a047415479ca8505657f7179884

معادلة التفاعل

COC(=O)COc1ccc(NC(=O)OCCO)cc1
[4-(2-Hydroxy-ethoxycarbonylamino)-phenoxy]-acetic acid methyl ester
COC(=O)COc1ccc(N=C=O)cc1
(4-Isocyanato-phenoxy)-acetic acid methyl ester
COC(=O)COc1ccc(NC(=O)OCCOC(=O)Nc2ccc(OCC(=O)OC)cc2)cc1
30
المردود 56.5%
COC(=O)COc1ccc(NC(=O)OCCOC(=O)Nc2ccc(OCC(=O)OC)cc2)cc1
{4-[2-(4-Methoxycarbonylmethoxy-phenylcarbamoyloxy)-ethoxycarbonylamino]-phenoxy}-acetic acid methyl ester
المردود 56.5%

المذيبات

ظروف التفاعل

درجة الحرارة
50°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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.

المصدر

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