1-Bromooctane → 3-Octoxymethyl-3-methyloxetane

HRID 248359

Reaktionsgleichung

Reaktionsgleichung von HRID 248359
[OH:1][CH2:2][C:3]1([CH3:7])[CH2:6][O:5][CH2:4]1.[Na].Br[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]>O1CCOCC1>[CH2:10]([O:1][CH2:2][C:3]1([CH3:7])[CH2:6][O:5][CH2:4]1)[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]

Komponenten

5

Edukt 3

HCID 81401-BromooctaneHCID 1378373-Methyl-3-oxetanemethanolHCID 5360545Sodium2×

Produkt 1

HCID 144346343-Octoxymethyl-3-methyloxetaneAusbeute 58 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

Into a 5 liter, three-neck flask, fitted with a stirrer, reflux condenser, and nitrogen inlet tube, were placed 245 g (2.4 mole) of 3-hydroxymethyl-3-methyloxetane and 3000 ml of p-dioxane. To this solution 47 g (2 mole) of solid sodium metal was added, and the pot temperature was raised to reflux. Heat was maintained until all of the sodium had dissolved. 400 g (2 mole) of 1-bromooctane was added, and the reflux was resumed for 3 days. The mixture was cooled to room temperature, and the solid sodium bromide was filtered off using celite. The solvent was removed by evaporation and the product was distilled at 80° C. and 0.3-mm pressure. Redistillation from calcium hydride gave 231 g of polymerizable monomer, representing a 58 percent yield.

Aufarbeitung

  1. customInto a 5 liter, three-neck flask, fitted with a stirrer
  2. temperaturereflux condenser, and nitrogen inlet tube
  3. temperaturethe pot temperature was raised
  4. temperatureto reflux
  5. temperatureHeat
  6. dissolutionhad dissolved
  7. filtrationthe solid sodium bromide was filtered off
  8. customThe solvent was removed by evaporation
  9. distillationthe product was distilled at 80° C.
  10. distillationRedistillation from calcium hydride

Quellen und Nachweise

ORD-Eintrag
ord-569d439ddd364af982aa22c943eb2943
Quelldatensatz
uspto-grants-1993_05
Patentnummer
US05210153

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