Réaction #685006

ord-c7591c3b7af040529fbac16fc15318c5

Équation de réaction

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
yellow oil
COc1cc(O)c(C(=O)CBr)cc1CCO
2-bromo-1-(2-hydroxy-5-(2-hydroxyethyl)-4-methoxyphenyl)-1-ethanone

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autrean organic layer was separated
  2. 2
    LavageThe organic layer was successively washed with water
  3. 3
    Séchagea saturated saline solution, and then dried over anhydrous magnesium sulfate
  4. 4
    workup.DISTILLATIONThe solvent was then distilled away under a reduced pressure

Mode opératoire

10.0 g of 1-(2-hydroxy-5-(2-hydroxyethyl)-4-methoxyphenyl)-1-ethanone was dissolved in 100 ml of methylene chloride. Thereafter, 2.94 ml of bromine was added dropwise to the obtained solution. The obtained mixture was stirred at a room temperature for 1 hour. Thereafter, the reaction mixture was poured into ice water, and an organic layer was separated. The organic layer was successively washed with water and a saturated saline solution, and then dried over anhydrous magnesium sulfate. The solvent was then distilled away under a reduced pressure, so as to obtain 16.4 g of a yellow oil product, 2-bromo-1-(2-hydroxy-5-(2-hydroxyethyl)-4-methoxyphenyl)-1-ethanone.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07897594B2uspto-grants-2011_03