Reacción #1427

Ecuación de reacción

Potassium bromide

D-leucine

sodium nitrite

→

crude title product

(S)-2-Bromo-4-methylpentanoic acid

Disolventes

sulfuric acid

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturamaintaining the temperature between -10° and -5° C
2. 2
   workup.ADDITIONAfter addition
3. 3
   Temperaturawarmed to room temperature
4. 4
   workup.STIRRINGstirred for another hour
5. 5
   ExtracciónThe reaction mixture was then extracted twice with ether
6. 6
   Lavadothe ether extracts were washed once with water
7. 7
   Secadodried (magnesium sulfate)
8. 8
   Filtraciónfiltered
9. 9
   Otroevaporated
10. 10
    Otroto give 2.7 g

Procedimiento

Potassium bromide (9.5 g., 80 mmol.) was added to a stirred solution of D-leucine (3.0 g., 23 mmol.) in 2.5N sulfuric acid (47 ml.) at room temperature. The reaction mixture was cooled to -10° C. and solid sodium nitrite (2.4 g., 34 mmol.) was added portionwise, maintaining the temperature between -10° and -5° C. After addition was complete, the reaction was stirred for 1 hour and then warmed to room temperature and stirred for another hour. The reaction mixture was then extracted twice with ether, the ether extracts were washed once with water, dried (magnesium sulfate), filtered and evaporated to give 2.7 g. of crude title product.

Fuente