Reaction #554630

Reaction equation

4-fluoro-3-(trifluoromethyl)benzoic acid

TMSCHN2

acetic acid

→

methyl 4-fluoro-3-(trifluoromethyl)benzoate

Solvents

MeOH

CH2Cl2

Conditions

Workup

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

Procedure

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