تفاعل #2045026

ord-629d7deee69740c19b82f28d4ed1ae96

معادلة التفاعل

COC(=O)CCCCCOc1ccc(NC(=O)OCCO)cc1
6-[4-(2-Hydroxyethoxycarbonylamino)phenoxy]hexanoic acid methyl ester
COC(=O)CCCCCOc1ccc(NC(=O)OCCO)cc1
6-[4-(2-Hydroxy-ethoxycarbonylamino)-phenoxy]-hexanoic acid methyl ester
COC(=O)CCCCCOc1ccc(N=C=O)cc1
6-(4-Isocyanatophenoxy)hexanoic acid methyl ester
COC(=O)CCCCCOc1ccc(N=C=O)cc1
6-(4-Isocyanato-phenoxy)-hexanoic acid methyl ester
COC(=O)CCCCCOc1ccc(NC(=O)OCCOC(=O)Nc2ccc(OCCCCCC(=O)OC)cc2)cc1
38
المردود 95.0%
COC(=O)CCCCCOc1ccc(NC(=O)OCCOC(=O)Nc2ccc(OCCCCCC(=O)OC)cc2)cc1
6-(4-{2-[4-(5-Methoxycarbonyl-pentyloxy)-phenylcarbamoyloxy]-ethoxycarbonylamino}-phenoxy)-hexanoic acid methyl ester
المردود 95.0%

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 solid was filtered
  4. 4
    أخرىdried
  5. 5
    أخرىto give crude 38, which
  6. 6
    أخرىwas purified by column chromatography on silica gel

الإجراء التجريبي

To a mixture of 6-[4-(2-Hydroxyethoxycarbonylamino)phenoxy]hexanoic acid methyl ester 37 (5 g, 15.38 mmol) in toluene (50 ml) was added 6-(4-Isocyanatophenoxy)hexanoic acid methyl ester 36 (4 g, 15.2 mmol) at room temperature and heated to 60° C. for 2 hours. Toluene was distilled off and water (50 ml) was added. The solid was filtered and dried to give crude 38, which was purified by column chromatography on silica gel using chloroform as eluant to get pure 38 (8.5 g, 94%) as a white powder. M.p: 118-120.5° C.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08409559B2uspto-grants-2013_04