Reaktion #7555

ord-346526e67551456a954df0d7a3a26aaa

Reaktionsgleichung

COc1cc(O)c(C(C)=O)cc1CCO
1-[2-hydroxy-5-(2-hydroxyethyl)-4-methoxyphenyl]-1-ethanone
BrBr
bromine
COc1cc(O)c(C(=O)CBr)cc1CCO
2-bromo-1-[2-hydroxy-5-(2-hydroxyethyl)-4-methoxyphenyl]-1-ethanone

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONwas added dropwise to the solution
  2. 2
    Sonstigethe organic layer was separated
  3. 3
    WaschenThe organic layer was washed with water
  4. 4
    Trocknena saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate
  5. 5
    workup.DISTILLATIONThe solvent was distilled off under reduced pressure

Vorschrift

In 100 mL of methylene chloride was dissolved 10.0 g of 1-[2-hydroxy-5-(2-hydroxyethyl)-4-methoxyphenyl]-1-ethanone, and 2.94 mL of bromine was added dropwise to the solution, after which the resulting mixture was stirred at room temperature for 1 hour. The reaction mixture was poured into ice water and the organic layer was separated. The organic layer was washed with water and then a saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 16.4 g of 2-bromo-1-[2-hydroxy-5-(2-hydroxyethyl)-4-methoxyphenyl]-1-ethanone as a yellow oil.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07087594B2uspto-grants-2006_08