Iodine → 7-Iodo-4-(4-hydroxy-3-methoxy-5-nitrophenyl)isoindolinone

HRID 21102ノート

反応式

HRID 21102 の反応式
N[C:2]1[CH:3]=[CH:4][C:5]([C:12]2[CH:17]=[CH:16][C:15]([OH:18])=[C:14]([O:19][CH3:20])[CH:13]=2)=[C:6]2[C:10]=1[C:9](=[O:11])[NH:8][CH2:7]2.[I-:21].[K+].II.[N:25]([O:27]C(C)(C)C)=[O:26]>C(#N)C.[Cu](I)I>[I:21][C:2]1[CH:3]=[CH:4][C:5]([C:12]2[CH:17]=[C:16]([N+:25]([O-:27])=[O:26])[C:15]([OH:18])=[C:14]([O:19][CH3:20])[CH:13]=2)=[C:6]2[C:10]=1[C:9](=[O:11])[NH:8][CH2:7]2

参加物

7

反応物 4

HCID 807IodineHCID 4875Potassium IodideHCID 10906Tert-Butyl nitriteHCID 684876617-Amino-4-(4-hydroxy-3-methoxyphenyl)isoindolinone

生成物 1

HCID 684887357-Iodo-4-(4-hydroxy-3-methoxy-5-nitrophenyl)isoindolinone収率 31.4%

試薬・触媒・溶媒 2

HCID 83717Copper iodide触媒HCID 6342Acetonitrile溶媒

実験手順

In a similar manner to Step 4 of Example 140, 7-amino-4-(4-hydroxy-3-methoxyphenyl)isoindolinone (202 mg, 0.747 mmol) was dissolved in acetonitrile (10.1 mL), and the solution was treated with potassium iodide (149 mg, 0.896 mmol), copper iodide (171 mg, 0.896 mmol), iodine (228 mg, 0.896 mmol) and tert-butyl nitrite (0.266 mL, 0.896 mmol), followed by purification by preparative thin-layer chromatography (chloroform/methanol=15/1) to obtain 7-iodo-4-(4-hydroxy-3-methoxy-5-nitrophenyl)isoindolinone (100 mg, yield 31%).

後処理

  1. customfollowed by purification by preparative thin-layer chromatography (chloroform/methanol=15/1)

出典と根拠

ORDレコード
ord-bdbbee7acee84f529f217d38b8790b81
出典データセット
uspto-grants-2010_06
特許番号
US07745641B2

反応ノート

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