Phenylacetonitrile → 3-(Dimethylamino)-2-phenylacrylonitrile

HRID 1779392ノート

反応式

HRID 1779392 の反応式
[CH2:1]([C:8]#[N:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO[CH:12](OC)[N:13]([CH3:15])[CH3:14]>CO>[C:8]([C:1]([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[CH:12][N:13]([CH3:15])[CH3:14])#[N:9]

参加物

4

反応物 2

HCID 8794PhenylacetonitrileHCID 78373Dimethylformamide dimethyl acetal

生成物 1

HCID 37978433-(Dimethylamino)-2-phenylacrylonitrile収率 77.9%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A stirred solution of 5.1 grams (0.044 mole) of benzyl cyanide and 8.7 grams (0.065 mole) of N,N-dimethylformamide dimethyl acetal in 150 mL of methanol was heated at reflux for about 20 hours. After this time gas chromatographic analysis of the reaction mixture indicated that the reaction was not complete. An additional 3.0 mL of the intermediate acetal (total--0.088 mole) was added, and the heating at reflux was continued an additional 24 hours. After this time the reaction mixture was concentrated under reduced pressure to a residue. The residue was triturated with 25% methylene chloride in petroleum ether, yielding 5.9 grams of 1-cyano-1-phenyl-2-(N,N-dimethylamino)ethene. The NMR spectrum was consistent with the proposed structure.

後処理

  1. temperatureat reflux for about 20 hours
  2. temperaturethe heating at reflux
  3. concentrationAfter this time the reaction mixture was concentrated under reduced pressure to a residue
  4. customThe residue was triturated with 25% methylene chloride in petroleum ether

出典と根拠

ORDレコード
ord-55118f01321b463e81cf398454f5672b
出典データセット
uspto-grants-1997_05
特許番号
US05627189

反応ノート

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