Reacción #1483100

Ecuación de reacción

2-bromo propionyl bromide

1-decanol

1-dodecanol

triethylamine

→

59

Rendimiento 94.0%

dodecyl 2-bromopropanoate

Rendimiento 94.0%

Disolventes

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe reaction mixture was quenched with saturated sodium bicarbonate solution
2. 2
   workup.STIRRINGstirred for 15 minutes at 25-35° C
3. 3
   OtroThe aqueous and organic layers were separated
4. 4
   Lavadothe organic layer was washed with brine
5. 5
   Lavadothe combined organic layers were washed with brine solution
6. 6
   SecadoThe organic layer was dried over Na2SO4
7. 7
   Concentraciónconcentrated under vacuum

Procedimiento

To a stirred solution of 1-decanol 2 (10 g, 53.7 mmol) in toluene (100 mL) was added triethylamine (7.5 mL, 53.7 mmol)), followed by 2-bromo propionyl bromide 58 (12.7 g, 59.1 mmol) at 5-10° C. The reaction mixture was stirred for 3 hour at 55-60° C. and the reaction was monitored by TLC. The reaction mixture was quenched with saturated sodium bicarbonate solution and stirred for 15 minutes at 25-35° C. The aqueous and organic layers were separated, the organic layer was washed with brine, and the combined organic layers were washed with brine solution. The organic layer was dried over Na2SO4 and concentrated under vacuum to afford crude 59 (16.2 g, yield: 94%) as a liquid.

Fuente