Reacción #62575

ord-8cac23c5a1624a0eaff3f95e7e333d68

Ecuación de reacción

Cl
HCl
CC[C@@H](C(=O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H]1O[C@@H](CC(=O)OO)[C@H](C)C[C@@H]1C)[C@H]1O[C@](C)([C@]2(O)O[C@](CC)([C@@H](O)CC)C[C@H]2C)C[C@@H]1C.[Na]
sodium lysocellin
CC[C@@H](C(=O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H]1O[C@@H](CC(=O)OO)[C@H](C)C[C@@H]1C)[C@H]1O[C@](C)([C@]2(O)O[C@](CC)([C@@H](O)CC)C[C@H]2C)C[C@@H]1C.[Na]
sodium lysocellin
CC(=O)[O-].O.[Na+]
sodium acetate hydrate
→
CC[C@@H](C(=O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H]1O[C@@H](CC(=O)OO)[C@H](C)C[C@@H]1C)[C@H]1O[C@](C)([C@]2(O)O[C@](CC)([C@@H](O)CC)C[C@H]2C)C[C@@H]1C
lysocellin

Reactantes

Cl
HCl
CC[C@@H](C(=O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H]1O[C@@H](CC(=O)OO)[C@H](C)C[C@@H]1C)[C@H]1O[C@](C)([C@]2(O)O[C@](CC)([C@@H](O)CC)C[C@H]2C)C[C@@H]1C.[Na]
sodium lysocellin
CC[C@@H](C(=O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H]1O[C@@H](CC(=O)OO)[C@H](C)C[C@@H]1C)[C@H]1O[C@](C)([C@]2(O)O[C@](CC)([C@@H](O)CC)C[C@H]2C)C[C@@H]1C.[Na]
sodium lysocellin
CC(=O)[O-].O.[Na+]
sodium acetate hydrate

Reactivos

CC(=O)[O-].CC(=O)[O-].O.[Zn+2]
zinc acetate hydrate

Disolventes

CCO
ethanol
CCO
ethanol

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.STIRRINGthe suspension stirred at room temperature until everything
  2. 2
    workup.DISSOLUTIONwas dissolved
  3. 3
    workup.STIRRINGStirring
  4. 4
    Otrowas continued for 20-30 minutes until precipitation of a birefringent material
  5. 5
    OtroPrecipitation
  6. 6
    workup.ADDITIONby adding water dropwise (holding pH at 4) until about 60 ml of water
  7. 7
    workup.ADDITIONwas added

Procedimiento

3.9 g sodium lysocellin @(0.006 moles) and 1.4 g zinc acetate hydrate [Zn(Ac)2.2H2O] @(.006 mole) were mixed together in 30 ml denatured ethanol (3A). The sodium lysocellin was first suspended in the ethanol and stirred, and the sodium acetate hydrate was added, and the suspension stirred at room temperature until everything was dissolved. The pH was then adjusted to a range of 2-4, with 37% HCl. Stirring was continued for 20-30 minutes until precipitation of a birefringent material started. Precipitation was continued by adding water dropwise (holding pH at 4) until about 60 ml of water was added. The resulting crystalling precipitate of the free acid of lysocellin was isolated and dried. The resulting free acid of lysocellin comprised birefringent crystals.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04761426uspto-grants-1988_08