Реакция #2045025

ord-3568ec6d21c54a0bba2a4e018b0abc71

Уравнение реакции

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
Выход 84.0%
COC(=O)CCCCCOc1ccc(NC(=O)OCCO)cc1
6-[4-(2-Hydroxy-ethoxycarbonylamino)-phenoxy]-hexanoic acid methyl ester
Выход 84.0%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Другоеrose to 46° C
  2. 2
    Фильтрацияcrude 37 was filtered
  3. 3
    Другоеdried
  4. 4
    Другоеrecrystallised from toluene

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08409559B2uspto-grants-2013_04