N-bromobutanimide → 2-Bromo-4,4-dimethyl-3-oxopentanenitrile

HRID 421159ノート

反応式

HRID 421159 の反応式
[C:1]([CH2:7][C:8]#[N:9])(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[Br:10]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Br:10][CH:7]([C:1](=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3])[C:8]#[N:9]

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 108871Pentanenitrile, 4,4-dimethyl-3-oxo-

生成物 1

HCID 115864832-Bromo-4,4-dimethyl-3-oxopentanenitrile収率 87.9%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

Pivaloylacetonitrile (1.00 g, 7.99 mmol) was dissolved in carbon tetrachloride (15 mL). N-Bromosuccinimide (1.42 g, 7.99 mmol) was added, and the mixture was refluxed for 15 minutes. After cooling, the insoluble matter was filtered off, and the residue obtained by evaporation of the filtrate under reduced pressure was purified by chromatography on silica gel (n-hexane:ethyl acetate=4:1) to give the title compound (1.43 g, 87.9%) as a yellowish brown oil.

後処理

  1. temperaturethe mixture was refluxed for 15 minutes
  2. temperatureAfter cooling
  3. filtrationthe insoluble matter was filtered off
  4. customthe residue obtained by evaporation of the filtrate under reduced pressure
  5. customwas purified by chromatography on silica gel (n-hexane:ethyl acetate=4:1)

出典と根拠

ORDレコード
ord-cbab2839ef1e45fb9f5aba27d00bfb45
出典データセット
uspto-grants-2012_01
特許番号
US08097759B2

反応ノート

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