Potassium Cyanide → 4-Phenylbenzoylacetonitrile

HRID 133477ノート

反応式

HRID 133477 の反応式
[C-:1]#[N:2].[K+].Br[CH2:5][C:6]([C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:10][CH:9]=1)=[O:7]>O.CC#N>[C:11]1([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:12]=[CH:13][C:8]([C:6](=[O:7])[CH2:5][C:1]#[N:2])=[CH:9][CH:10]=1

参加物

5

反応物 2

HCID 9032Potassium CyanideHCID 672821-(1,1'-Biphenyl)-4-yl-2-bromoethanone

生成物 1

HCID 126868534-Phenylbenzoylacetonitrile収率 118.6%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6342Acetonitrile溶媒

反応条件

温度
50 °C

実験手順

To a solution of 105 mg (1.6 mmol) of KCN in 1 mL of water, 220 mg (0.8 mmol) of 2-bromo-4′-phenylacetophenone in 3 mL of MeCN was added. The mixture was warmed in a 50° C. bath to dissolve some of the halide. After ˜20 min the solids dissolved. The reaction was stirred for 30 min, then partitioned between 1.2 N HCl and EtOAc. The organic layer was washed with brine, dried and concentrated leaving 210 mg of the title compound which was used in the next step without purification.

後処理

  1. dissolutionAfter ˜20 min the solids dissolved
  2. custompartitioned between 1.2 N HCl and EtOAc
  3. washThe organic layer was washed with brine
  4. customdried
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-938f7efe1b624dd0a6560a4a80aeb9bc
出典データセット
uspto-grants-2008_06
特許番号
US07390835B2

反応ノート

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