Reaction #76776

Reaction equation

sodium acetate

1,1-dibromo-3,3,3-trifluoroacetone

2-fluoro-4-chloro-5-hydroxyphenylhydrazine hydrochloride

→

3,3,3-trifluoro-2-oxopropanal 1-(4-chloro-2-fluoro-5-hydroxyphenylhydrazone)

Yield 82.9%

Solvents

water

Conditions

Workup

1. 1
   Temperaturethe solution was heated at 80° to 90° C. for 40 minutes
2. 2
   Otherobtained
3. 3
   workup.ADDITIONabove was added
4. 4
   FiltrationThe precipitated crystals were collected by filtration
5. 5
   Otherdried under reduced pressure, which

Procedure

Then, 49.2 g of sodium acetate and 40.5 g of 1,1-dibromo-3,3,3-trifluoroacetone were dissolved in 400 ml of water, and the solution was heated at 80° to 90° C. for 40 minutes. The solution was cooled to 0° C., to which 75 g of the crude 2-fluoro-4-chloro-5-hydroxyphenylhydrazine hydrochloride crystals obtained above was added, and the mixture was stirred at room temperature for 70 minutes. The precipitated crystals were collected by filtration and dried under reduced pressure, which afforded 35.4 g of 3,3,3-trifluoro-2-oxopropanal 1-(4-chloro-2-fluoro-5-hydroxyphenylhydrazone).

Source