Réaction #43458

ord-115a06c9682f4b8988d8d9d6bfebb58a

Équation de réaction

C=Cc1cc2c(nn1)OCC2
3-ethenyl-5,6-dihydrofuro[2,3-c]pyridazine
[Na+].[O-][I+3]([O-])([O-])[O-]
sodium periodate
C1COCCO1
1,4-dioxane
O=Cc1cc2c(nn1)OCC2
product
Rendement 20.7%
O=Cc1cc2c(nn1)OCC2
5,6-Dihydrofuro[2,3-c]pyridazine-3-carbaldehyde
Rendement 20.7%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe mixture was evaporated
  2. 2
    workup.ADDITIONthe residue treated with chloroform
  3. 3
    workup.ADDITIONadded to the top of a column
  4. 4
    LavageElution with ethyl acetate

Mode opératoire

A mixture of 3-ethenyl-5,6-dihydrofuro[2,3-c]pyridazine (110 mg, 0.74 mmol), 4% osmium tetroxide in water (0.66 ml), sodium periodate (367 mg), 1,4-dioxane (6.6 ml) and water (1.3 ml) was stirred for 3 hours. The mixture was evaporated and the residue treated with chloroform and added to the top of a column. Elution with ethyl acetate afforded the product (23 mg).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07732460B2uspto-grants-2010_06