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

HRID 364872ノート

反応式

HRID 364872 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 30215501-Bromoethyl ethyl carbonate収率 163.9%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-ec8004253f154b448deba2c46b1c9815
出典データセット
uspto-grants-1986_08
特許番号
US04606865

反応ノート

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