Water → 1-Bromoethyl ethyl carbonate

HRID 364870

Reaktionsgleichung

Reaktionsgleichung von HRID 364870
[Br-:1].[Li+].[C:3](=[O:11])([O:7][CH:8](Cl)[CH3:9])[O:4][CH2:5][CH3:6].O>[Br-].C([N+](C)(C)C)CCCCCCCCCCCCCCC.ClCCl>[C:3](=[O:11])([O:7][CH:8]([Br:1])[CH3:9])[O:4][CH2:5][CH3:6]

Komponenten

6

Edukt 3

HCID 962WaterHCID 82050Lithium BromideHCID 162095Carbonic acid, 1-chloroethyl ethyl ester

Produkt 1

HCID 30215501-Bromoethyl ethyl carbonateAusbeute 76 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 5974Hexadecyltrimethylammonium BromideKatalysatorHCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
35 °C

Versuchsvorschrift

A mixture of lithium bromide (43 g, 0.5 m), ethyl alphachloroethyl carbonate (15.3 g, 0.1 m); water (100 ml), dichloromethane (100 ml) and cetyl trimethyl ammonium bromide (1.5 g) was stirred at ambient temperature for 24 hours. The aqueous layer was removed and replaced by a fresh solution of lithium bromide (26 g, 0.3 m) in water (40 ml) containing cetyl trimethyl ammonium bromide (1 g). After stirring for a further 24 hours during which time the temperature was raised to 35° C., the organic layer was separated, dried and vacuum distilled to afford after repeated fractionation the new compound, ethyl alpha-bromoethyl carbonate (15.0 g, 76% yield) having a boiling point of 90°-92° C. at 35 mms of mercury pressure.

Aufarbeitung

  1. customThe aqueous layer was removed
  2. additioncontaining cetyl trimethyl ammonium bromide (1 g)
  3. customthe organic layer was separated
  4. customdried
  5. distillationvacuum distilled
  6. customto afford

Quellen und Nachweise

ORD-Eintrag
ord-75c976b030f141568083f517c6320f1f
Quelldatensatz
uspto-grants-1986_08
Patentnummer
US04606865

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