تفاعل #2045025

ord-3568ec6d21c54a0bba2a4e018b0abc71

معادلة التفاعل

COC(=O)CCCCCOc1ccc(N=C=O)cc1
6-(4-Isocyanato-phenoxy)-hexanoic acid methyl ester
OCCO
ethylene glycol
COC(=O)CCCCCOc1ccc(NC(=O)OCCO)cc1
37
المردود 84.0%
COC(=O)CCCCCOc1ccc(NC(=O)OCCO)cc1
6-[4-(2-Hydroxy-ethoxycarbonylamino)-phenoxy]-hexanoic acid methyl ester
المردود 84.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىrose to 46° C
  2. 2
    ترشيحcrude 37 was filtered
  3. 3
    أخرىdried
  4. 4
    أخرىrecrystallised from toluene

الإجراء التجريبي

6-(4-Isocyanato-phenoxy)-hexanoic acid methyl ester 36 (15 g, 57 mmol) was added to ethylene glycol (50 ml) at room temperature. The reaction was exothermic and the temperature rose to 46° C. The reaction mixture was allowed to cool to room temperature and later stirred at room temperature for 16 hours. Water (150 ml) was added and crude 37 was filtered, dried and recrystallised from toluene to get pure 37 (12 g, 84%) as a white powder. M.p: 69.5-71.5° C.

المصدر

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