반응 #75447

반응 방정식

Epibromohydrin

dimethylallyl alcohol

sodium hydride

→

title product

3,3-Dimethylallylglycidyl Ether

용매

THF

반응 조건

후처리

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature for 24 hours
2. 2
   기타THF was removed on a rotary evaporator
3. 3
   여과filtered
4. 4
   농축The ether solution was concentrated on a rotary evaporator
5. 5
   기타the brown oil obtained
6. 6
   workup.DISTILLATIONwas distilled under vacuum

실험 절차

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).

출처