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

HRID 7704

反応式

HRID 7704 の反応式
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Br)=[C:4]([F:10])[CH:3]=1.[C-:11]#[N:12].[Na+]>CN(C=O)C>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][C:11]#[N:12])=[C:4]([F:10])[CH:3]=1

参加物

4

反応物 2

HCID 8929Sodium CyanideHCID 27336604-Bromo-2-fluorobenzyl bromide

生成物 1

HCID 71723082-(4-Bromo-2-fluorophenyl)acetonitrile

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

To a stirred solution of 4-bromo-2-fluoro benzyl bromide (1.5 g, 5.6 mmol) in DMF (50 mL) was added sodium cyanide (0.8 g, 16.8 mmol). The reaction was stirred at 90° C. for 1 h, and cooled at rt. After quenching with brine (50 mL) and diluted with EtOAc (100 mL), the EtOAc layer was washed with brine (50 mL), dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by flash chromatography (silica gel, hexanes:EtOAc 5:1) to afford 4-bromo-2-fluoro benzyl cyanide as yellow solid. MS (ESI) 307 (M+H)+.

後処理

  1. temperaturecooled at rt
  2. customAfter quenching with brine (50 mL)
  3. additiondiluted with EtOAc (100 mL)
  4. washthe EtOAc layer was washed with brine (50 mL)
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customThe residue was purified by flash chromatography (silica gel, hexanes:EtOAc 5:1)

出典と根拠

ORDレコード
ord-57e9aff840d84b2daacf95eb7f45676b
出典データセット
uspto-grants-2006_08
特許番号
US07087601B2

関連ノート

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