Iodine → 2-Iodo-3-(4-methoxyphenoxy)benzo[b]thiophene

HRID 1386985

反応式

HRID 1386985 の反応式
[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:6]([O:7][C:8]2[C:9]3[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=3[S:11][CH:12]=2)=[CH:5][CH:4]=1.[Li]CCCC.[I:24]I>C1COCC1>[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:6]([O:7][C:8]2[C:9]3[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=3[S:11][C:12]=2[I:24])=[CH:5][CH:4]=1

参加物

5

反応物 3

HCID 807IodineHCID 108249753-(4-Methoxyphenoxy)benzo[b]thiopheneHCID 178418339Butyllithium

生成物 1

HCID 106912792-Iodo-3-(4-methoxyphenoxy)benzo[b]thiophene

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of 133 mg (0.52 mmol) of 3-(4-methoxyphenoxy)benzo[b]thiophene (Part A) in 3 mL of THF was treated with 0.33 mL of 1.6 M n-BuLi in hexanes (0.54 mmol) at −78° C. for 15 min and then treated with 138 mg (0.54 mmol) of I2 in 3 mL of THF. The reaction was allowed to gradually warm to room temperature and then partitioned between brine and EtOAc/hexanes. The two phases were separated, the organic phase was washed with H2O, dried over Na2SO4, and concentrated in vacuo. The residue was crystallized from hexanes to afford 143 mg (0.37 mmol; 72%) of the title compound as a solid.

後処理

  1. custompartitioned between brine and EtOAc/hexanes
  2. customThe two phases were separated
  3. washthe organic phase was washed with H2O
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo
  6. customThe residue was crystallized from hexanes

出典と根拠

ORDレコード
ord-e24f8b5bbe76440ea6c3491bd4deaad9
出典データセット
uspto-grants-2001_07
特許番号
US06265575B1

関連ノート

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