Reaction #339871

Reaction equation

ammonium chloride

methyl 2-hydroxy-3,3,3-trifluoro-2-trifluoromethylpropionate

magnesium

isopropyl chloride

→

target compound

Yield 84.1%

4-methyl-1,1,1-trifluoro-2-trifluoromethyl-2,3-pentane diol

Yield 84.1%

Solvents

tetrahydrofuran

Conditions

Workup

1. 1
   workup.ADDITIONwas added dropwise at 50° C
2. 2
   workup.ADDITIONAfter the completion of dropwise addition
3. 3
   workup.STIRRINGThe mixture was stirred for one hour at room temperature
4. 4
   workup.DISTILLATIONThis was followed by ordinary work-up and vacuum distillation

Procedure

A flask was charged with 9.5 g of magnesium and 300 ml of tetrahydrofuran, to which 35.0 g of isopropyl chloride was added dropwise at 50° C. After the completion of dropwise addition, the contents were stirred for one hour at 60° C., and 22.6 g of methyl 2-hydroxy-3,3,3-trifluoro-2-trifluoromethylpropionate was added dropwise below 50° C. The mixture was stirred for one hour at room temperature, after which an ammonium chloride aqueous solution was added. This was followed by ordinary work-up and vacuum distillation, obtaining 20.2 g of the target compound (yield 84%).

Source