Azobisisobutyronitrile → 2-(Bromomethyl)-4-fluorobenzonitrile

HRID 505907

反応式

HRID 505907 の反応式
[F:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([CH3:10])[CH:3]=1.C1C(=O)N([Br:18])C(=O)C1.CC(N=NC(C#N)(C)C)(C#N)C>C(Cl)(Cl)(Cl)Cl>[Br:18][CH2:10][C:4]1[CH:3]=[C:2]([F:1])[CH:9]=[CH:8][C:5]=1[C:6]#[N:7]

参加物

5

反応物 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 38260554-Fluoro-2-methylbenzonitrile

生成物 1

HCID 219849902-(Bromomethyl)-4-fluorobenzonitrile

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

A mixture of 4-fluoro-2-methylbenzonitrile (2 g, 14.8 mmol), NBS (2.64 g, 15 mmol) and AIBN (100 mg) in CCl4 was refluxed under nitrogen for 2 hours. The reaction was cooled to room temperature. The solid was removed by filtration. The organic solution was concentrated to give crude product as an oil, which was used in the next step without further purification. 1H-NMR (400 MHz, CDCl3): δ 7.68 (dd, J=5.2, 8.4 Hz, 1H), 7.28 (dd, J=2.4, 8.8 Hz, 1H), 7.12 (m, 1H), 4.6 (s, 2H).

後処理

  1. temperaturewas refluxed under nitrogen for 2 hours
  2. customThe solid was removed by filtration
  3. concentrationThe organic solution was concentrated
  4. customto give crude product as an oil, which
  5. customwas used in the next step without further purification

出典と根拠

ORDレコード
ord-70ffd7dc6f484aa1acea37b4f3ea4579
出典データセット
uspto-grants-2010_08
特許番号
US07781584B2

関連ノート

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