Reacción #339873

ord-cbe3052df8844e5e83630c10c2df9151

Ecuación de reacción

Cl
hydrochloric acid
B.[Na]
sodium boron hydride
O
water
COC(=O)C(O)(C(F)(F)F)C(F)(F)F
methyl 2-hydroxy-3,3,3-trifluoro-2-trifluoromethylpropionate
OCC(O)(C(F)(F)F)C(F)(F)F
3,3,3-trifluoro-2-trifluoromethyl-1,2-propane diol
Rendimiento 96.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.STIRRINGThe mixture was stirred for 10 hours
  2. 2
    Otroto quench
  3. 3
    Otrothe reaction
  4. 4
    OtroAn organic layer was separated from the reaction mixture
  5. 5
    Concentraciónconcentrated
  6. 6
    workup.DISTILLATIONdistilled

Procedimiento

To a mixture of 25.0 g of sodium boron hydride, 500 g of water, and 500 g of diethyl ether, with stirring, 100 g of methyl 2-hydroxy-3,3,3-trifluoro-2-trifluoromethylpropionate was added dropwise. The mixture was stirred for 10 hours, after which hydrochloric acid was added to quench the reaction. An organic layer was separated from the reaction mixture, concentrated, and distilled, obtaining 83.9 g of 3,3,3-trifluoro-2-trifluoromethyl-1,2-propane diol (yield 96%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07868199B2uspto-grants-2011_01