1,4-Dibromobutane → 3-[(4-Bromobutoxy)methyl]-3-ethyloxetane

Temperature

80 °C

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).

1. additionwas added to the mixture
2. customso as to separate the mixture into an organic phase
3. extractionThe aqueous phase was extracted three times with 160 ml of hexane
4. dry with materialAfter the organic phase and the extracted phase were dried over magnesium sulfate
5. distillationthe solvent was distilled out in a vacuum
6. distillationThe resulting transparent liquid was distilled in a vacuum

ORD record

ord-9bdd41d1c9294f7b851c289c0070b4ce

Source dataset

uspto-grants-2006_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07087273B2