Réaction #4626

ord-3d6d6e38432d46b8a8a0b5dc77aff31a

Équation de réaction

CC(C)N
isopropylamine
CNC(=O)c1ccc(OCC(O)CNC(C)COc2ccc3c(c2)C(=O)NC(C)(C)O3)cc1
1-[2-(2,3-dihydro-2,2-dimethyl-4-oxo-4H-1,3-benzoxazin-6-yloxy)-1-methylethylamino]-3-(4-methylcarbamoylphenoxy)propan-2-ol
CNC(=O)c1ccc(OCC(O)CNC(C)COc2ccc(O)c(C(N)=O)c2)cc1
1-[2-(3-Carbamoyl-4-hydroxyphenoxy)-1-methylethylamino]-3-(4-methylcarbamoylphenoxy)propan-2-ol

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températurethe solution is refluxed for 1 hour
  2. 2
    ConcentrationThe reaction mixture is concentrated by evaporation
  3. 3
    Autrethe oil remaining is crystallised from 80 ml of isopropanol

Mode opératoire

80 ml of isopropylamine are added to a solution of 18.0 g of crude 1-[2-(2,3-dihydro-2,2-dimethyl-4-oxo-4H-1,3-benzoxazin-6-yloxy)-1-methylethylamino]-3-(4-methylcarbamoylphenoxy)propan-2-ol in 300 ml of methanol and the solution is refluxed for 1 hour. The reaction mixture is concentrated by evaporation and the oil remaining is crystallised from 80 ml of isopropanol. 1-[2-(3-Carbamoyl-4-hydroxyphenoxy)-1-methylethylamino]-3-(4-methylcarbamoylphenoxy)propan-2-ol having a melting point of 172°-175° (diastereoisomeric mixture) is obtained.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US04727067uspto-grants-1988_02