Reacción #1166463

ord-aa66e2a8dcc846c28d7f6ddfd07068b0

Ecuación de reacción

COc1c(OCc2ccccc2)c2ccc(OC(C)=O)cc2oc1=O
3-methoxy-4-benzyloxy-7-acetoxy-2H-1-benzopyran -2-one
C[O-].[Na+]
sodium methoxide
COc1c(OCc2ccccc2)c2ccc(O)cc2oc1=O
title compound
Rendimiento 81.1%
COc1c(OCc2ccccc2)c2ccc(O)cc2oc1=O
3-methoxy-7-hydroxy-4-benzyloxy-2H-1-benzopyran-2-one
Rendimiento 81.1%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONThen 2.31 g of Amberlyst-15 (Trademark: Organo corp.) was added
  2. 2
    workup.STIRRINGthe mixture was stirred at room temperature for 1 hour
  3. 3
    Concentraciónthe filtrate was concentrated under reduced pressure
  4. 4
    OtroThe precipitate was obtained during concentration
  5. 5
    Filtraciónfiltered

Procedimiento

To a mixture of 3.64 g of 3-methoxy-4-benzyloxy-7-acetoxy-2H-1-benzopyran -2-one (10.7 mmol) in 50 ml of methanol was added 0.58 g of sodium methoxide (10.7 mmol) and the mixture was stirred at room temperature for 1 hour. Then 2.31 g of Amberlyst-15 (Trademark: Organo corp.) was added, and the mixture was stirred at room temperature for 1 hour. Amberlyst-15 was filterd off, the filtrate was concentrated under reduced pressure. The precipitate was obtained during concentration and filtered to give 2.59 g of the title compound. (yield=77%)

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05580552uspto-grants-1996_12