Reaktion #554630

ord-98ba5fea4a8742f9ab5679667ab9d865

Reaktionsgleichung

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

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

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

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08623818B2uspto-grants-2014_01