Reacción #1291

Ecuación de reacción

Potassium bromide

D-norleucine

sodium nitrite

→

crude title product

(S)-2-Bromohexanoic 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
   Otrothe foamy reaction
4. 4
   Temperaturawarmed to room temperature
5. 5
   workup.STIRRINGstirred for another hour
6. 6
   ExtracciónThe reaction mixture was then extracted twice with ether
7. 7
   Lavadothe ether extracts were washed once with water
8. 8
   Secadodried (magnesium sulfate)
9. 9
   Filtraciónfiltered
10. 10
    Otroevaporated
11. 11
    Otroto give 3.3 g

Procedimiento

Potassium bromide (15.9 g., .133 mmol.) was added to a stirred solution of D-norleucine (5.0 g., 38 mmol.) in 2.5N sulfuric acid (77 ml.) at room temperature. The reaction mixture was cooled to -10° C. and solid sodium nitrite (3.94 g., 57 mmol.) was added portionwise, maintaining the temperature between -10° and -5° C. After addition was complete, the foamy 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 3.3 g. of crude title product.

Fuente