Reacción #46910

Ecuación de reacción

4-Carbamoylphenyl 2-(2-methoxynaphthalen-6-yl)-propanoate

5

4-carbamoylphenyl 2-(2-methoxynaphthalen-6-yl)propanoate

Lawesson reagent

→

compound 6

Rendimiento 61.0%

4-thiocarbamoylphenyl 2-(2-methoxynaphthalen-6-yl)propanoate

Rendimiento 61.0%

Disolventes

benzene

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe solvent was removed under reduced pressure
2. 2
   Otrothe crude residue was purified by silica gel column (dichloromethane/methyl alcohol 9.75:0.25)
3. 3
   Otroto furnish 2.9 g of crude compound 6
4. 4
   OtroThe obtained compound was purified by a silica gel open column
5. 5
   Lavadoeluted with CH2Cl2/MeOH (9.5/0.5))

Procedimiento

4-Carbamoylphenyl 2-(2-methoxynaphthalen-6-yl)-propanoate, 5 (1.80 g, 4.34 mmol) and Lawesson reagent (1.75 g, 4.34 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 crude residue was purified by silica gel column (dichloromethane/methyl alcohol 9.75:0.25) to furnish 2.9 g of crude compound 6. The obtained compound was purified by a silica gel open column and eluted with CH2Cl2/MeOH (9.5/0.5)) giving the pure compound 6 (970 mg, 61% yield).

Fuente