반응 #433618

ord-4b0cf4e649aa43c9a11c3910c3fc2d2b

반응 방정식

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

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

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

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07172894B2uspto-grants-2007_02