Réaction #554630

ord-98ba5fea4a8742f9ab5679667ab9d865

Équation de réaction

O=C(O)c1ccc(F)c(C(F)(F)F)c1
4-fluoro-3-(trifluoromethyl)benzoic acid
C[Si](C)(C)C=[N+]=[N-]
TMSCHN2
CC(=O)O
acetic acid
COC(=O)c1ccc(F)c(C(F)(F)F)c1
methyl 4-fluoro-3-(trifluoromethyl)benzoate

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.STIRRINGAfter the reaction was stirred for 10 min
  2. 2
    ConcentrationThe mixture was concentrated

Mode opératoire

A solution of 4-fluoro-3-(trifluoromethyl)benzoic acid (260 mg, 1.25 mmol, 1 eq) in MeOH (0.5 mL) and CH2Cl2 (2 mL) was treated with TMSCHN2 (2M in hexanes, 0.85 mL, 1.70 mmol, 1A eq) dropwise with stirring at room temperature. After the reaction was stirred for 10 min, acetic acid was added until the yellow color disappeared. The mixture was concentrated to afford methyl 4-fluoro-3-(trifluoromethyl)benzoate, which was used in the next step without further purification.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08623818B2uspto-grants-2014_01