Reaction #433618

Reaction equation

2,2,2-trifluoroacetophenone

potassium dihydrogenphosphate dipotassium hydrogenphosphate

NAD+

glucose

sodium carbonate

→

(S)-2,2,2-trifluoro-1-phenylethanol

Solvents

chloroform

ethyl acetate

Conditions

Workup

1. 1
   Othermixture (reaction mixture) at 30° C. for 4 hours
2. 2
   workup.ADDITIONis poured into the reaction mixture
3. 3
   workup.STIRRINGstirred
4. 4
   Otherfollowed by centrifugal separation
5. 5
   Otherfor separately collecting the organic phase
6. 6
   workup.ADDITIONTo the collected aqueous phase is added 25 ml of ethyl acetate again
7. 7
   ConcentrationAfter concentrating the combined organic phase
8. 8
   Otherobtained in such a manner
9. 9
   Otherdried
10. 10
    OtherAfter drying
11. 11
    workup.DISTILLATIONchloroform is distilled off

Procedure

To 20 ml of 50 mM potassium dihydrogenphosphate-dipotassium hydrogenphosphate buffer (pH 7.0) are added 1 g of the washed bacterial bodies prepared in Example 7, 12 mg of NAD+ and 2.5 g of glucose. After adding 240 mg of 2,2,2-trifluoroacetophenone to this mixture, the pH of this mixture is adjusted to 7.0 with a 15% aqueous sodium carbonate solution. The reaction is executed by stirring thus obtained mixture (reaction mixture) at 30° C. for 4 hours. After completion of the reaction, 25 ml of ethyl acetate is poured into the reaction mixture and stirred, followed by centrifugal separation for separately collecting the organic phase and the aqueous phase. To the collected aqueous phase is added 25 ml of ethyl acetate again, and the similar operation is repeated. After concentrating the combined organic phase obtained in such a manner, the concentrate is dissolved in 30 ml of chloroform and dried using anhydrous Na2SO4. After drying, chloroform is distilled off to obtain (S)-2,2,2-trifluoro-1-phenylethanol.

Source