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

HRID 518143

반응식

HRID 518143 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매2회HCID 8028Tetrahydrofuran용매

실험 절차

(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.

후처리

  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

출처 및 근거

ORD 기록
ord-17692c58c7e14a32ab5a47e646113e38
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09115147B2

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