Iodine → 4-(3-Iodo-4-methoxyphenyl)pyrrolidin-2-one

HRID 973699

Reaktionsgleichung

[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:13][NH:12][C:11](=[O:14])[CH2:10]2)=[CH:5][CH:4]=1.[I:15](O)(=O)=O.II>C(O)(=O)C.O.S(=O)(=O)(O)O>[I:15][C:4]1[CH:5]=[C:6]([CH:9]2[CH2:13][NH:12][C:11](=[O:14])[CH2:10]2)[CH:7]=[CH:8][C:3]=1[O:2][CH3:1]

Komponenten

Reaktionsbedingungen

Temperatur: 80 °C

Versuchsvorschrift

A solution of 19.1 g of 4-(4-methoxyphenyl)-pyrrolidin-2-one (100 mmol) in 200 ml of glacial acetic acid, 4.8 ml of water and 1.2 ml of concentrated sulfuric acid is combined with 3.44 g (19.55 mmol) of iodic acid and 8.64 g (70 mmol) of iodine and stirred at a bath temperature of 80° C. for 10 hours. Subsequently, the mixture is concentrated on a rotary evaporator up to onset of crystallization, cooled, the crystalline precipitate is suctioned off and recrystallized from ethyl acetate, thus obtaining 25.7 g (81% of theory) of 4-(3-iodo-4-methoxyphenyl)pyrrolidin-2-one, mp 158° C.

Aufarbeitung

concentrationSubsequently, the mixture is concentrated on a rotary evaporator up
customto onset of crystallization
temperaturecooled
customrecrystallized from ethyl acetate

Quellen und Nachweise

ORD-Eintrag: ord-26c59e9504d54bb5a2e995bb7b7c6dd0
Quelldatensatz: uspto-grants-1991_11
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US05064854

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