Iodine → 7-Iodo-2,3-dihydro-1H-isoindol-1-one

HRID 21190ノート

反応式

HRID 21190 の反応式
NC1C=CC(C)=C2C=1C(=O)NC2.NC1C=CC=C2C=1C(=O)NC2.[I-].[K+].II.[N+]([O-])(OC(C)(C)C)=O.[I:36][C:37]1[CH:38]=[CH:39][C:40](C)=[C:41]2[C:45]=1[C:44](=[O:46])[NH:43][CH2:42]2>C(#N)C.[Cu](I)I>[I:36][C:37]1[CH:38]=[CH:39][CH:40]=[C:41]2[C:45]=1[C:44](=[O:46])[NH:43][CH2:42]2

参加物

9

反応物 6

HCID 807IodineHCID 4875Potassium IodideHCID 164756Nitric acid, 1,1-dimethylethyl esterHCID 162289237-Amino-2,3-dihydro-1H-isoindol-1-oneHCID 534386827-Amino-4-methylisoindolin-1-oneHCID 684890937-Iodo-4-methylisoindolinone

生成物 1

HCID 469118897-Iodo-2,3-dihydro-1H-isoindol-1-one収率 50%

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, a mixture of 7-amino-4-methylisoindolinone and 7-aminoisoindolinone (10/1, 57.4 mg, 0.357 mmol) was dissolved in acetonitrile (4.6 mL), and the solution was treated with potassium iodide (78 mg, 0.47 mmol), copper iodide (90 mg, 0.47 mmol), iodine (120 mg, 0.471 mmol) and tert-butyl nitrate (0.128 mL, 1.07 mmol), followed by purification by preparative thin-layer chromatography (chloroform/acetonitrile=5/1) to obtain a mixture of 7-iodo-4-methylisoindolinone and 7-iodoisoindolinone (44.8 mg, ratio 10/1, yield 50%).

後処理

  1. customfollowed by purification by preparative thin-layer chromatography (chloroform/acetonitrile=5/1)
  2. customto obtain

出典と根拠

ORDレコード
ord-67c101f9644c4906b0a4a7cbf1725fa0
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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