Reacción #1880

ord-42aca8051c1945bf90df0b26f4fe3c47

Ecuación de reacción

O=C1[C@@H](CO)O[C@H](c2ccccc2Cl)c2cc(Cl)ccc2N1Cc1ccccc1
trans-1-benzyl-7-chloro-5-(2-chlorophenyl)-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepine-3-methanol
CC(C)=O.O=S(=O)(O)O.[O]=[Cr](=[O])=[O]
Jones reagent
O=C(O)[C@H]1O[C@H](c2ccccc2Cl)c2cc(Cl)ccc2N(Cc2ccccc2)C1=O
trans-1-benzyl-7-chloro-5-(2-chlorophenyl)-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepine-3-carboxylic acid

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONTo the solution was added dropwise
  2. 2
    workup.STIRRINGThe reaction mixture was stirred for one hour at room temperature
  3. 3
    Concentraciónwhich was then concentrated under reduced pressure The concentrate
  4. 4
    Extracciónwas subjected to extraction with ethyl acetate
  5. 5
    LavadoThe organic layer was washed with water
  6. 6
    Otrodried
  7. 7
    workup.DISTILLATIONthe solvent was distilled off under reduced pressure

Procedimiento

In 20 ml of acetone was dissolved 0.5 g of trans-1-benzyl-7-chloro-5-(2-chlorophenyl)-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepine-3-methanol obtained in Example 46. To the solution was added dropwise, while stirring at room temperature, 0.5 ml of a Jones reagent. The reaction mixture was stirred for one hour at room temperature, which was then concentrated under reduced pressure The concentrate was subjected to extraction with ethyl acetate. The organic layer was washed with water and dried, then the solvent was distilled off under reduced pressure. From the residue was obtained 0.23 g of trans-1-benzyl-7-chloro-5-(2-chlorophenyl)-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepine-3-carboxylic acid as white crystals, m.p.177°-178 C.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05726306uspto-grants-1998_03