Reacción #2045025

ord-3568ec6d21c54a0bba2a4e018b0abc71

Ecuación de reacción

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

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrorose to 46° C
  2. 2
    Filtracióncrude 37 was filtered
  3. 3
    Otrodried
  4. 4
    Otrorecrystallised from toluene

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08409559B2uspto-grants-2013_04