Reacción #2175512

Ecuación de reacción

Ethyl iodide

acid ( 1 )

2-benzyloxycarbonylamino-4-carbamoyl-butyric acid

sodium bicarbonate

→

( 2 )

Rendimiento 66.9%

2-benzyloxycarbonylamino-4-carbamoyl-butyric acid ethyl ester

Rendimiento 66.9%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGstirring
2. 2
   workup.WAITwas continued overnight under nitrogen
3. 3
   workup.STIRRINGstirred for 40 min
4. 4
   FiltraciónThe solid was collected by filtration
5. 5
   Lavadowashed well with water
6. 6
   Otropartitioned between ethyl acetate (8 L) and water (3 L)
7. 7
   OtroPhases were separated
8. 8
   Extracciónthe aqueous phase was extracted with ethyl acetate (2.5 L)
9. 9
   LavadoThe combined organic extracts were washed with water (1 L)
10. 10
    Secadodried over sodium sulfate
11. 11
    Otrodried in a vacuum oven (50° C.)

Procedimiento

A mixture of acid (1) (64 g, 0.228 mol), dimeththylformamide (210 ml) and sodium bicarbonate (111 g, 1.32 mol, 5.8 equiv.) was stirred at room temperature for 30 min. Ethyl iodide (34 ml, 66.3 g, 0.425 mol, 1.86 equiv.) was added and stirring was continued overnight under nitrogen. The reaction mixture was slowly diluted with water to 1 L and stirred for 40 min. The solid was collected by filtration, washed well with water and partitioned between ethyl acetate (8 L) and water (3 L). Phases were separated and the aqueous phase was extracted with ethyl acetate (2.5 L). The combined organic extracts were washed with water (1 L), dried over sodium sulfate, stripped and dried in a vacuum oven (50° C.) to produce (2) (47 g, 66.7%).

Fuente