Sodium Cyanide → 2-(4-Bromo-3-fluorophenyl)acetonitrile

HRID 910878ノート

反応式

HRID 910878 の反応式
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Br)=[CH:4][C:3]=1[F:10].[C-:11]#[N:12].[Na+]>C(O)C>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][C:11]#[N:12])=[CH:4][C:3]=1[F:10]

参加物

4

反応物 2

HCID 8929Sodium CyanideHCID 116661761-Bromo-4-(bromomethyl)-2-fluorobenzene

生成物 1

HCID 116009532-(4-Bromo-3-fluorophenyl)acetonitrile収率 155.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 4-bromo-3-fluorobenzyl bromide (12.2 g, 0.03 moles) in ethanol (100 ml) is added with NaCN (2 g, 0.04 moles) and refluxed for 2 hours. The mixture is concentrated under vacuum; the resulting residue is taken up with water, then extracted with ethyl acetate. The organic phase is washed with brine, dried over sodium sulfate and concentrated under vacuum to give a dark oil (10 g), which is subjected to chromatography on a silica gel column (150 g), eluting with hexane:ethyl ether 7:3, to afford the product in the solid form.

後処理

  1. temperaturerefluxed for 2 hours
  2. concentrationThe mixture is concentrated under vacuum
  3. extractionextracted with ethyl acetate
  4. washThe organic phase is washed with brine
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-dc169f5622ad4acab981a6112296c93f
出典データセット
uspto-grants-2011_09
特許番号
US08022250B2

反応ノート

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