Reacción #806259

Ecuación de reacción

2,2,4-trimethylpentan-1,3-diol

NaOH

methallyl chloride

→

1-(2-methyl-2-propenyloxy)-2,2,4-trimethylpentan-3-ol

Rendimiento 101.8%

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroTo a 1 L flask equipped with a reflux condenser
2. 2
   TemperaturaThis mixture was heated in an oil bath
3. 3
   Otroreached 50° C.
4. 4
   workup.ADDITIONDuring the addition
5. 5
   TemperaturaThe reaction mixture was cooled
6. 6
   Otroquenched with 400 ml of water
7. 7
   Extracciónextracted twice with 100 ml of toluene
8. 8
   LavadoThe combined organic layers were washed with 50 ml of saturated ammonium chloride and 50 ml of saturated sodium chloride
9. 9
   Otroevaporated

Procedimiento

To a 1 L flask equipped with a reflux condenser and a thermometer, was added 292.5 g (2.0 mol) of 2,2,4-trimethylpentan-1,3-diol, 352.0 g (4.4 mol) of 50% aqueous NaOH, and 6.45 g (20 mmol) of tetrabutyl ammonium bromide. This mixture was heated in an oil bath and when the reaction mixture reached 50° C., 199.2 g (2.2 mol) of methallyl chloride was added drop-wise over 50 minutes. During the addition, the oil bath temperature was gradually raised to 100° C. and the reaction was continued for an additional 3 hours at 100° C. The reaction mixture was cooled, quenched with 400 ml of water, and extracted twice with 100 ml of toluene. The combined organic layers were washed with 50 ml of saturated ammonium chloride and 50 ml of saturated sodium chloride and evaporated to give 408 g of crude 1-(2-methyl-2-propenyloxy)-2,2,4-trimethylpentan-3-ol. After reduced pressure distillation (71–80° C., 3 mmHg), 377.1 g (yield 94.1%) of 1-(2-methyl-2-propenyloxy)-2,2,4-trimethylpentan-3-ol was obtained.

Fuente