Iodine → 7-Iodo-4-ethylisoindolinone

HRID 21188Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 21188
N[C:2]1[CH:3]=[CH:4][C:5]([CH2:12][CH3:13])=[C:6]2[C:10]=1[C:9](=[O:11])[NH:8][CH2:7]2.[I-:14].[K+].II.[N+]([O-])(OC(C)(C)C)=O>C(#N)C.[Cu](I)I>[I:14][C:2]1[CH:3]=[CH:4][C:5]([CH2:12][CH3:13])=[C:6]2[C:10]=1[C:9](=[O:11])[NH:8][CH2:7]2

Komponenten

7

Edukt 4

HCID 807IodineHCID 4875Potassium IodideHCID 164756Nitric acid, 1,1-dimethylethyl esterHCID 684909697-Amino-4-ethylisoindolinone

Produkt 1

HCID 684919467-Iodo-4-ethylisoindolinoneAusbeute 50 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 83717Copper iodideKatalysatorHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

In a similar manner to Step 4 of Example 140, 7-amino-4-ethylisoindolinone (46.0 mg, 0.260 mmol) was dissolved in acetonitrile (6.2 mL), and the solution was treated with potassium iodide (69.1 mg, 0.416 mmol), copper iodide (79.2 mg, 0.416 mmol), iodine (106 mg, 0.416 mmol) and tert-butyl nitrate (0.139 mL, 1.17 mmol), followed by purification by preparative thin-layer chromatography (chloroform/acetonitrile=5/1) to obtain 7-iodo-4-ethylisoindolinone (37.1 mg, yield 50%).

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-984a387cb3f94937a9bcf4b5064c2b1c
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745641B2

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