Reaction #1929034

Reaction equation

acetyl chloride

trifluoroethanol

triethylamine

water

→

2,2,2-trifluoroethyl acetate

Yield 73.0%

Solvents

diethyl ether

diethyl ether

Conditions

Workup

1. 1
   workup.ADDITIONwas added
2. 2
   Temperaturecooled
3. 3
   Otherwas kept between 27° C. and 35° C
4. 4
   workup.ADDITIONAfter that, the resultant mixed solution
5. 5
   workup.STIRRINGwas stirred for 1.5 hours at room temperature
6. 6
   OtherSubsequently, an organic phase was separated by the reparatory funnel
7. 7
   Otherdried
8. 8
   OtherThereafter, purification
9. 9
   workup.DISTILLATIONby distilling

Procedure

85 g (0.85 mol) of trifluoroethanol and 80 ml of diethyl ether were poured to a separable flask of 1 liter, and further 129 g (1.27 mol/1.5 eq) of triethylamine was added thereto. Then, the resultant mixture was ice-cooled and stirred while dropping a solution diluting 100 g (1.27 mol/1.5 eq) of acetyl chloride with 80 ml of diethyl ether by dropping funnel. While dropping, the temperature of the solution was kept between 27° C. and 35° C. The period of time for dropping was 20 minutes. After that, the resultant mixed solution was stirred for 1.5 hours at room temperature and 350 ml of water was added, then, the reaction was completed. Subsequently, an organic phase was separated by the reparatory funnel and dried using magnesium sulfate. Thereafter, purification by distilling was conducted to obtain 88 g of 2,2,2-trifluoroethyl acetate of which yield was 73%.

Source