Reacción #1483101

Ecuación de reacción

isopropyl amine

59

dodecyl 2-bromopropanoate

sodium bicarbonate

→

62

Rendimiento 75.2%

dodecyl 2-(isopropyl amino)propanoate

Rendimiento 75.2%

Disolventes

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe solid obtained in the reaction mixture
2. 2
   Filtraciónwas filtered under vacuum
3. 3
   ConcentraciónThe solvent was concentrated
4. 4
   workup.ADDITIONdiluted with ethyl acetate/water
5. 5
   workup.STIRRINGstirred for 15 minutes at 25-30° C
6. 6
   OtroThe aqueous and organic layers were separated
7. 7
   Extracciónthe aqueous layer was extracted with ethyl acetate (2×10 mL)
8. 8
   LavadoThe combined organic layers were washed with brine solution
9. 9
   SecadoThe organic layer was dried over Na2SO4
10. 10
    Concentraciónconcentrated under vacuum

Procedimiento

To a stirred solution of 59 (10 g, 31.2 mmol) in acetonitrile (30 mL) was added sodium bicarbonate (2.62 g, 31.2 mmol) and followed by isopropyl amine (50% in water) (30 mL, 3 vol) at 25-30° C. The reaction mixture was stirred for 12 h at 55-60° C. and the reaction was monitored by TLC. The solid obtained in the reaction mixture was filtered under vacuum. The solvent was concentrated, diluted with ethyl acetate/water and stirred for 15 minutes at 25-30° C. The aqueous and organic layers were separated, and the aqueous layer was extracted with ethyl acetate (2×10 mL). The combined organic layers were washed with brine solution. The organic layer was dried over Na2SO4 and concentrated under vacuum to afford crude 62 (7 g, yield: 75.2%) as a liquid.

Fuente