Potassium Carbonate → 1h-Isoindol-1-one,6-[(3-fluorophenyl)methoxy]-2,3-dihydro-

HRID 1761024Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1761024
[OH:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][NH:7][C:8]2=[O:11])=[CH:4][CH:3]=1.[F:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=1)[CH2:16]Br.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[F:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=1)[CH2:16][O:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][NH:7][C:8]2=[O:11])=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 680073-Fluorobenzyl bromideHCID 115283646-Hydroxy-2,3-dihydro-1H-isoindol-1-one

Produkt 1

HCID 117086731h-Isoindol-1-one,6-[(3-fluorophenyl)methoxy]-2,3-dihydro-Ausbeute 83,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A mixture of 6-hydroxy-2,3-dihydro-isoindol-1-one (125.0 mg, 0.84 mmol) and 3-fluorobenzylbromide (174.3 mg, 0.92 mmol) in acetone (5 mL) containing potassium carbonate (276.4 mg, 2.0 mmol) was heated under reflux for 17 h. After cooling to RT the mixture was filtered and evaporated. The residue was purified by chromatography (SiO2, CH2Cl2:2N NH3-MeOH 90:10) to afford the title product (180 mg, 83%) as a white solid. MS m/e=258.2 (M+H+).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 17 h
  3. filtrationwas filtered
  4. customevaporated
  5. customThe residue was purified by chromatography (SiO2, CH2Cl2:2N NH3-MeOH 90:10)

Quellen und Nachweise

ORD-Eintrag
ord-d6837fb75304433bbf474a8ca731aa9d
Quelldatensatz
uspto-grants-2005_01
Patentnummer
US06846832B2

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