Réaction #1154

ord-20c9273eacd748b48025e08d9d4eba7a

Équation de réaction

Cc1oc(-c2ccccc2)nc1COc1ccc2cc(C/C=C/O)oc2c1
(E)-3-[6-(5-methyl-2-phenyl-4-oxazolylmethoxy)-2-benzofuranyl]propen-1-ol
Cc1oc(-c2ccccc2)nc1COc1ccc2cc(/C=C/C=O)oc2c1
(E)-3-[6-(5-methyl-2-phenyl-4-oxazolylmethoxy)-2-benzofuranyl]acrolein
Rendement 89.0%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    FiltrationAfter the insoluble portion was filtered off
  2. 2
    Concentrationthe filtrate was concentrated

Mode opératoire

A mixture of (E)-3-[6-(5-methyl-2-phenyl-4-oxazolylmethoxy)-2-benzofuranyl]propen-1-ol (3.85 g), activated manganese dioxide (8.00 g) and dichloromethane (150 ml ) was stirred at room temperature for 2 hours. After the insoluble portion was filtered off, the filtrate was concentrated to yield crystals of (E)-3-[6-(5-methyl-2-phenyl-4-oxazolylmethoxy)-2-benzofuranyl]acrolein (3.40 g, 89%), which was then recrystallized from dichloromethane-isopropyl ether to yield colorless prisms having a melting point of 132° to 133° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05723479uspto-grants-1998_03