3-Chloro-4-fluoroaniline → 5-Chloro-4-fluoro-2-iodobenzenamine

HRID 555707ノート

反応式

HRID 555707 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[F:9])[NH2:5].C1C(=O)N([I:17])C(=O)C1>CC(O)=O>[Cl:1][C:2]1[C:8]([F:9])=[CH:7][C:6]([I:17])=[C:4]([CH:3]=1)[NH2:5]

参加物

4

反応物 2

HCID 97083-Chloro-4-fluoroanilineHCID 120273N-Iodosuccinimide

生成物 1

HCID 247872515-Chloro-4-fluoro-2-iodobenzenamine

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A mixture of 3-chloro-4-fluoroaniline (12.9 g, 88.9 mmol) and NIS (22.0 g, 97.8 mmol) in AcOH (90 mL) is stirred at RT for 1.5 h. After completion, the reaction mixture is quenched by H2O, DCM is added and the organic layer is washed with brine, dried over MgSO4 and evaporated in vacuo. Silica gel flash chromatography of the residue affords 5-chloro-4-fluoro-2-iodoaniline as a colorless powder; HPLC: AtRet=4.75 min; 1HNMR (CDCl3) 7.40 (d, 1H), 6.75 (d, 1H), 4.00 (bs, 2H).

後処理

  1. customAfter completion, the reaction mixture is quenched by H2O, DCM
  2. additionis added
  3. washthe organic layer is washed with brine
  4. dry with materialdried over MgSO4
  5. customevaporated in vacuo

出典と根拠

ORDレコード
ord-5bc46730a06344e6ad58a1f150ea8a56
出典データセット
uspto-grants-2011_11
特許番号
US08053457B2

反応ノート

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