Reacción #928305

ord-b0d5989124334152b46aa14de0f2b988

Ecuación de reacción

CC(C)OC(C)C
isopropyl ether
CC(=O)c1ccc(C(=O)OCCOCCOCCO)c(O)c1C(C)=O
( XIX )
CC(=O)c1ccc(C(=O)OCCOCCOCCO)c(O)c1C(C)=O
triethylenglycol bis-acetylsalicylate
[Cl-]
chloride
OCCCCCCCCCCO
1.10-decandiol
CC(=O)Oc1ccccc1C(=O)O
acetylsalicylic acid
CC(=O)c1ccc(C(=O)OCCCCCCCCCCO)c(O)c1C(C)=O
1.10-decandiol bis-acetylsalicylate

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe compound (IV) was prepared
  2. 2
    OtroThe product was purified by chromatography
  3. 3
    workup.ADDITIONmix
  4. 4
    OtroThe intermediate fractions were collected
  5. 5
    Otrothe solvent was evaporated under reduced pressure
  6. 6
    Otroa solid residue was obtained which

Procedimiento

The compound (IV) was prepared according to the procedure described in Example 1 for the synthesis of (XIX), starting from 5 g of the chloride of acetylsalicylic acid, 3.5 ml of TEA and 2.17 g of 1.10-decandiol. The product was purified by chromatography utilizing an eluent mix constituted by ethylether/hexane 7:3 (v/v). The intermediate fractions were collected, the solvent was evaporated under reduced pressure and a solid residue was obtained which, trirurated with isopropyl ether, produced 1.37 g of 1.10-decandiol bis-acetylsalicylate (IV) with m.p.=75° C.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06369260B1uspto-grants-2002_04