反应 #75447

反应方程式

Epibromohydrin

dimethylallyl alcohol

sodium hydride

→

title product

3,3-Dimethylallylglycidyl Ether

溶剂

THF

反应条件

后处理

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature for 24 hours
2. 2
   其他THF was removed on a rotary evaporator
3. 3
   过滤filtered
4. 4
   浓缩The ether solution was concentrated on a rotary evaporator
5. 5
   其他the brown oil obtained
6. 6
   workup.DISTILLATIONwas distilled under vacuum

实验过程

To a solution of dimethylallyl alcohol (17.3 g, 20.5 mL, 0.2 mol) in dry THF (200 mL), sodium hydride (4.8 g, 0.2 mol) was added in portions and the mixture was stirred at room temperature for 1 hour. Epibromohydrin (27.4 g, 17.12 mL, 0.2 mol) was added to this reaction mixture dropwise and the mixture was stirred at room temperature for 24 hours. THF was removed on a rotary evaporator and the residue was taken up in ether and filtered. The ether solution was concentrated on a rotary evaporator and the brown oil obtained was distilled under vacuum to yield the title product. bp. 93-94° C./10 mm. Yield: 17.2 g (60.5%). 1H NMR (CDCl3) δ1.68 and 1.75 (s, 6H, CH3), 2.61 and 2.88 (dd,2H, oxirane CH2), 3.17 (m, 1H, oxirane CH), 3.38 and 3.7 (m, 2H, CH2OCH2CH), 4.05 (m, 2H, CH2OCH2CH), 5.35 .(m, 1H, >C═CH).

来源