Reacción #9726

ord-42f38fc69f714700a45eeb1a3594703c

Ecuación de reacción

Cc1cc(CO)cc(C)c1O
4-(hydroxymethyl)-2,6-dimethylphenol
CCOC(=O)CBr
ethyl bromoacetate
O=C([O-])[O-].[Cs+].[Cs+]
caesium carbonate
CCOC(=O)COc1c(C)cc(CO)cc1C
title compound
CCOC(=O)COc1c(C)cc(CO)cc1C
ethyl[4-(hydroxymethyl)-2,6-dimethylphenoxy]acetate

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    ConcentraciónThe solution was concentrated
  2. 2
    Otrothe residue partitioned between ethyl acetate and water
  3. 3
    OtroThe organic layer was collected
  4. 4
    Secadodried over magnesium sulfate
  5. 5
    Filtraciónfiltered
  6. 6
    ConcentraciónThe filtrate was concentrated

Procedimiento

A solution of 4-(hydroxymethyl)-2,6-dimethylphenol (P. Claus et al., Monatsh. Chem. 1972, 103(4), 1178–1193) (1.9 g) in acetonitrile (50 ml) was treated with ethyl bromoacetate (2.17 g) and caesium carbonate (4.24 g) and the mixture stirred at room temperature overnight. The solution was concentrated and the residue partitioned between ethyl acetate and water. The organic layer was collected, dried over magnesium sulfate and filtered. The filtrate was concentrated to give the title compound as a yellow oil.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07091237B2uspto-grants-2006_08