Reacción #1810085

Ecuación de reacción

sarcosine methyl ester hydrochloride

triethylamine

2-(1-naphthylmethylene)succinic anhydride

→

2-(1-naphthylmethylene)-3-(N-methyl-N-methoxycarbonylmethylcarbamoyl)propionic acid

Rendimiento 97.3%

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroobtained
2. 2
   LavadoThe reaction mixture was washed successively, with diluted hydrochloric acid
3. 3
   Secadoa saturated sodium chloride aqueous solution, dried over anhydrous magnesium
4. 4
   Concentraciónconcentrated under reduced pressure
5. 5
   OtroThe residue was purified by silica gel flash column chromatography (eluent: chloroform)

Procedimiento

To a solution of 1.40 g of sarcosine methyl ester hydrochloride in 50 ml of dichloromethane were added 1.54 ml of triethylamine and 1.70 g of the 2-(1-naphthylmethylene)succinic anhydride obtained, and the mixture was stirred for 30 minutes at room temperature. The reaction mixture was washed successively, with diluted hydrochloric acid, and a saturated sodium chloride aqueous solution, dried over anhydrous magnesium, and concentrated under reduced pressure. The residue was purified by silica gel flash column chromatography (eluent: chloroform) to obtain 2.37 g of 2-(1-naphthylmethylene)-3-(N-methyl-N-methoxycarbonylmethylcarbamoyl)propionic acid as a white powder.

Fuente