تفاعل #433618

ord-4b0cf4e649aa43c9a11c3910c3fc2d2b

معادلة التفاعل

O=C(c1ccccc1)C(F)(F)F
2,2,2-trifluoroacetophenone
O=P([O-])(O)O.O=P([O-])([O-])O.[K+].[K+].[K+]
potassium dihydrogenphosphate dipotassium hydrogenphosphate
NC(=O)c1ccc[n+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)c1
NAD+
O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO
glucose
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
O[C@@H](c1ccccc1)C(F)(F)F
(S)-2,2,2-trifluoro-1-phenylethanol

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07172894B2uspto-grants-2007_02