Reacción #46912

ord-5f52b93a31fb4e17a8175ed2b25290f5

Ecuación de reacción

CC(C)Cc1ccc(C(C)C(=O)Oc2ccc(C(N)=O)cc2)cc1
4-carbamoylphenyl 2-(4-isobutylphenyl)propanoate
COc1ccc2cc(C(C)C(=O)Oc3ccc(-c4cc(=S)ss4)cc3)ccc2c1
3
COc1ccc2cc(C(C)C(=O)Oc3ccc(-c4cc(=S)ss4)cc3)ccc2c1
4-(5-thioxo-5H-1,2-dithiol-3-yl)phenyl 2-(2-methoxynaphthalen-6-yl)propanoate
COc1ccc(P2(=S)SP(=S)(c3ccc(OC)cc3)S2)cc1
Lawesson reagent
CC(C)Cc1ccc(C(C)C(=O)Oc2ccc(C(N)=S)cc2)cc1
compound 4
Rendimiento 55.0%
CC(C)Cc1ccc(C(C)C(=O)Oc2ccc(C(N)=S)cc2)cc1
4-thiocarbamoylphenyl 2-(4-isobutylphenyl)propanoate
Rendimiento 55.0%

Disolventes

Condiciones de reacción

Temperatura
60°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe solvent was removed under reduced pressure
  2. 2
    OtroThe obtained compound was purified by a silica gel open column
  3. 3
    Lavadoeluted with CH2Cl2/MeOH (9.5/0.5)

Procedimiento

4-carbamoylphenyl 2-(4-isobutylphenyl)propanoate, 3 (2.48 g, 7.62 mmol) and Lawesson reagent (3.1 g, 7.62 mmol) were dissolved in 130 ml of anhydrous benzene. The reaction was warmed to 60° C. and stirred for 4 h. The solvent was removed under reduced pressure. The obtained compound was purified by a silica gel open column and eluted with CH2Cl2/MeOH (9.5/0.5) giving the pure compound 4 (1.45 g, 55% yield).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07741359B2uspto-grants-2010_06