Reaction #1889

ord-39af1e12beb24e17a8267182051aa7af

Reaction equation

Nc1ccc(Cl)cc1C(O)c1ccccc1Cl
2-amino-5-chloro-α-(2-chlorophenyl)benzyl alcohol
O=C(O)C(F)(F)F
trifluoroacetic acid
O=C([O-])O.[Na+]
sodium hydrogen carbonate
O=C(Nc1ccc(Cl)cc1C(O)c1ccccc1Cl)C(F)(F)F
crystal
Yield 95.7%
O=C(Nc1ccc(Cl)cc1C(O)c1ccccc1Cl)C(F)(F)F
5-chloro-α-(2-chlorophenyl)-2-(trifluoroacetylamino)benzyl alcohol
Yield 95.7%

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherAfter reaction
  2. 2
    Otherthe organic layer was dried
  3. 3
    Otherafter which the solvent was removed
  4. 4
    Otherthe residue was recrystallized from hexane

Procedure

To a solution of 1.0 g of 2-amino-5-chloro-α-(2-chlorophenyl)benzyl alcohol in 12 ml of dichloromethane, a solution of 0.8 g of anhydrous trifluoroacetic acid in 2 ml of dichloromethane was added. After reaction, an aqueous solution of sodium hydrogen carbonate was added, and the organic layer was dried, after which the solvent was removed and the residue was recrystallized from hexane to yield 1.3 g of a crystal.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05726306uspto-grants-1998_03