Sodium Iodide → 1-Ethoxy-3-fluoro-5-iodobenzene

HRID 518143

反応式

HRID 518143 の反応式
[CH2:1]([O:3][C:4]1[CH:5]=[C:6](B(O)O)[CH:7]=[C:8]([F:10])[CH:9]=1)[CH3:2].[I-:14].[Na+].CC1C=CC(S(NCl)(=O)=O)=CC=1>C1COCC1.O>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([I:14])[CH:7]=[C:8]([F:10])[CH:9]=1)[CH3:2]

参加物

6

反応物 3

HCID 5238Sodium IodideHCID 31388TosylchloramideHCID 445581753-Ethoxy-5-fluorophenylboronic Acid (contains varying amounts of Anhydride)

生成物 1

HCID 673240851-Ethoxy-3-fluoro-5-iodobenzene

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

(3-Ethoxy-5-fluorophenyl)boronic acid (2.5 g, 0.014 mol) was dissolved in THF (30 mL) and a solution of sodium iodide (4.1 g, 0.028 mol) in H2O (15 mL) was added followed by a solution of chloramine T (7.8 g, 0.1 mol) in H2O (15 mL). After 20 h stirring, the reaction mixture was extracted with diethylether (3×50 mL). The organic layers were combined and the solvent was evaporated. The resulting residue was triturated with hexanes (3×) and the hexanes layers were combined. The solvent was evaporated to yield 1-Ethoxy-3-fluoro-5-iodobenzene as an orange oil. The product was used in the next reaction step without further purification.

後処理

  1. extractionthe reaction mixture was extracted with diethylether (3×50 mL)
  2. customthe solvent was evaporated
  3. customThe resulting residue was triturated with hexanes (3×)
  4. customThe solvent was evaporated

出典と根拠

ORDレコード
ord-17692c58c7e14a32ab5a47e646113e38
出典データセット
uspto-grants-2015_08
特許番号
US09115147B2

関連ノート

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