Reacción #669229

ord-eccd76d2b243402faaa07ef69d3c5c89

Ecuación de reacción

O=C(O)Cc1ccc(O)c(O)c1
3,4-dihydroxyphenylacetic acid
O=S(=O)(O)O
sulphuric acid
CO
methanol
COC(=O)Cc1ccc(O)c(O)c1
gum
COC(=O)Cc1ccc(O)c(O)c1
Methyl (3,4-dihydroxyphenyl)acetate

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturawas heated
  2. 2
    Temperaturaunder reflux for 16 hours
  3. 3
    ConcentraciónThe mixture was concentrated
  4. 4
    workup.ADDITIONwater was added
  5. 5
    OtroThe cloudy solution obtained
  6. 6
    Extracciónwas extracted with dichloromethane (200 ml)
  7. 7
    Secadodried (Na2SO4)
  8. 8
    Otroevaporated

Procedimiento

A mixture of 3,4-dihydroxyphenylacetic acid (10.0 g) and concentrated sulphuric acid (0.5 ml ) in methanol (70 ml) was heated under reflux for 16 hours. The mixture was concentrated, water was added and the mixture was neutralised to pH7 using sodium carbonate. The cloudy solution obtained was extracted with dichloromethane (200 ml), dried (Na2SO4) and evaporated to give a yellow gum (7.64 g). LRMS m/z=183(m+1)+.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05922747uspto-grants-1999_07