تفاعل #598941

ord-c81976688a20406582651a64b994a9a2

معادلة التفاعل

C1CCOC1
tetrahydrofuran
O=C=Nc1cccc(C(=O)Nc2ccc(C(F)(F)F)cc2C(F)(F)F)c1
N-(2,4-bistrifluoromethylphenyl) 3-isocyanatobenzamide
OCC(F)(F)C(F)(F)F
2,2,3,3,3-pentafluoro-n-propanol
CCN(CC)CC
triethylamine
O=C(Nc1cccc(C(=O)Nc2ccc(C(F)(F)F)cc2C(F)(F)F)c1)OCC(F)(F)C(F)(F)F
title compound
المردود 70.0%
O=C(Nc1cccc(C(=O)Nc2ccc(C(F)(F)F)cc2C(F)(F)F)c1)OCC(F)(F)C(F)(F)F
N-(2,4-bistrifluoromethylphenyl) 3-[(2,2,3,3,3-pentafluoro-n-propyloxy)carbonylamino]benzamide
المردود 70.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    غسيلan organic layer was washed with a 1N sodium hydroxide aqueous solution and 1N hydrochloric acid
  2. 2
    workup.DISTILLATIONThe solvent was distilled off under reduced pressure
  3. 3
    أخرىThe residue was purified by silica gel column chromatography (eluent; hexane:ethyl acetate=4:1)

الإجراء التجريبي

First, to an anhydrous tetrahydrofuran solution (15 ml) of 0.5 g of N-(2,4-bistrifluoromethylphenyl) 3-isocyanatobenzamide produced in Example 10-1 were added 0.40 g of 2,2,3,3,3-pentafluoro-n-propanol and 0.13 g of triethylamine, and the resultant mixture was stirred at room temperature for 5 hours. The mixture was diluted with ethyl acetate (20 ml), and an organic layer was washed with a 1N sodium hydroxide aqueous solution and 1N hydrochloric acid. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (eluent; hexane:ethyl acetate=4:1) to obtain 0.49 g (yield 70%) of the title compound.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09101135B2uspto-grants-2015_08