1,3-Dibromo-5,5-dimethylhydantoin → 1-Bromoethyl ethyl carbonate

HRID 364872Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 364872
[C:1](=[O:8])([O:5][CH2:6][CH3:7])[O:2][CH2:3][CH3:4].[Br:9]N1C(=O)C(C)(C)N(Br)C1=O.BrBr>C(Cl)(Cl)(Cl)Cl>[C:1](=[O:8])([O:5][CH:6]([Br:9])[CH3:7])[O:2][CH2:3][CH3:4]

Komponenten

5

Edukt 3

HCID 64791,3-Dibromo-5,5-dimethylhydantoinHCID 7766Diethyl CarbonateHCID 24408Bromine

Produkt 1

HCID 30215501-Bromoethyl ethyl carbonateAusbeute 163,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

A mixture of diethyl carbonate (35 g, 0.3 m) in carbon tetrachloride (50 ml) and alpha-azo-isobutyronitrile (AIBN) (0.1 g) was heated to gentle reflux and dibromodimethyl hydantoin (28.6 g, 0.1 m) was added in small aliquots over a period of 8 hours together with further additions of AIBN (8×0.05 g): care being taken to ensure that free bromine did not accumulate in the reaction mixture. At the end of the reaction the mixture was subjected to vacuum fractional distillation to afford pure ethyl alpha-bromoethyl carbonate (32.3 g, 82% yield) identical in all respects with the product of Examples 3 and 4.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureto gentle reflux
  3. customAt the end of the reaction the mixture
  4. distillationwas subjected to vacuum fractional distillation

Quellen und Nachweise

ORD-Eintrag
ord-ec8004253f154b448deba2c46b1c9815
Quelldatensatz
uspto-grants-1986_08
Patentnummer
US04606865

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