Reacción #2449

ord-68ed201820eb41f482bf2de3bfa7daba

Ecuación de reacción

O=CC1CCOC2(CCCCC2)OC1
9-formyl-7, 12-dioxaspiro[5,6]dodecane
[BH4-].[Na+]
NaBH4
OCC1CCOC2(CCCCC2)OC1
9-hydroxymethyl-7, 12-dioxaspiro[5,6]dodecane

Disolventes

Condiciones de reacción

Temperatura
10°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONAfter complete addition
  2. 2
    workup.STIRRINGthe reaction mixture was stirred for 3 hr at 20° C
  3. 3
    OtroThe product residue obtained
  4. 4
    Otroafter evaporation of methanol
  5. 5
    workup.ADDITIONwas treated with water (20 ml)
  6. 6
    Extracciónextracted into ether
  7. 7
    Secadodried over K2CO3
  8. 8
    OtroEvaporation of ether

Procedimiento

To a solution of 9-formyl-7, 12-dioxaspiro[5,6]dodecane of formula IV (5 g) in methanol (15 ml) was added in small portions NaBH4 (0.5 g) while stirring the solution and maintaining the temperature at 10° C. After complete addition, the reaction mixture was stirred for 3 hr at 20° C. The product residue obtained after evaporation of methanol was treated with water (20 ml), extracted into ether and dried over K2CO3. Evaporation of ether gave 9-hydroxymethyl-7, 12-dioxaspiro[5,6]dodecane of formula V (5 g) of the drawings as colorless viscous liquid.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05728848uspto-grants-1998_03