反応 #806259

反応方程式

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

NaOH

methallyl chloride

→

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

収率 101.8%

反応条件

後処理

1. 1
   その他To a 1 L flask equipped with a reflux condenser
2. 2
   温度This mixture was heated in an oil bath
3. 3
   その他reached 50° C.
4. 4
   workup.ADDITIONDuring the addition
5. 5
   温度The reaction mixture was cooled
6. 6
   その他quenched with 400 ml of water
7. 7
   抽出extracted twice with 100 ml of toluene
8. 8
   洗浄The combined organic layers were washed with 50 ml of saturated ammonium chloride and 50 ml of saturated sodium chloride
9. 9
   その他evaporated

実験手順

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.

出典