반응 #7425

반응 방정식

3-hydroxymethyl-3-ethyloxetane

1,4-dibromobutane

hexane

sodium hydroxide

→

3-[(4-bromobutoxy)methyl]-3-ethyloxetane

수율 45.0%

용매

water

반응 조건

후처리

1. 1
   workup.ADDITIONwas added to the mixture
2. 2
   기타so as to separate the mixture into an organic phase
3. 3
   추출The aqueous phase was extracted three times with 160 ml of hexane
4. 4
   건조After the organic phase and the extracted phase were dried over magnesium sulfate
5. 5
   workup.DISTILLATIONthe solvent was distilled out in a vacuum
6. 6
   workup.DISTILLATIONThe resulting transparent liquid was distilled in a vacuum

실험 절차

Into a 2 L egg plant type flask were charged 46.3 g (0.40 mol) of 3-hydroxymethyl-3-ethyloxetane (product name: OXT-101 manufactured by Toagosei Co., Ltd.), 250.3 g (1.16 mol) of 1,4-dibromobutane (reagent, manufactured by Tokyo Kasei Kogyo Co., Ltd.), and 275 ml of hexane. 500 ml of a 33% sodium hydroxide aqueous solution containing 2 g of tetra-n-butylammonium bromide (reagent, manufactured by Tokyo Kasei Kogyo Co., Ltd.) was added to the mixture and vigorously stirred for 5 hours. After the mixture was refluxed at a temperature of 80° C. for one hour, 500 ml of deionized water was added thereto so as to separate the mixture into an organic phase and an aqueous phase. The aqueous phase was extracted three times with 160 ml of hexane. After the organic phase and the extracted phase were dried over magnesium sulfate, the solvent was distilled out in a vacuum. The resulting transparent liquid was distilled in a vacuum thereby obtaining 44.5 g (0.18 mol) of 3-[(4-bromobutoxy)methyl]-3-ethyloxetane as a distillate at 109° C./532 Pa (yield: 44%, identified with 1H-NMR).

출처