m-Chloroperbenzoic acid → 2-[2-(oxiran-2-yl)ethyl]-2,3-dihydro-1H-isoindole-1,3-dione

HRID 1070755

Reaktionsgleichung

Reaktionsgleichung von HRID 1070755
[CH2:1]([N:5]1[C:13](=[O:14])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]1=[O:15])[CH2:2][CH:3]=[CH2:4].ClC1C=C(C=CC=1)C(OO)=[O:21].C([O-])(O)=O.[Na+]>ClCCl>[O:21]1[CH2:4][CH:3]1[CH2:2][CH2:1][N:5]1[C:13](=[O:14])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]1=[O:15]

Komponenten

5

Edukt 3

HCID 70297m-Chloroperbenzoic acidHCID 339432N-(3-Buten-1-yl)phthalimideHCID 516892Sodium Bicarbonate

Produkt 1

HCID 3394332-[2-(oxiran-2-yl)ethyl]-2,3-dihydro-1H-isoindole-1,3-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

70 g (350 mmol) 2-(but-3-enyl)-isoindolin-1,3-dione are dissolved in dichloromethane. The solution is cooled to ca. 0° C. and a suspension of 120.8 g (350 mmol) 50% 3-chloro-peroxy-benzoic acid in dichloromethane is added under cooling. The mixture is left standing without further cooling at room temperature for two days. After addition of 250 ml saturated NaHCO3 solution the organic phase is separated and washed three times each with 200 ml saturated NaHCO3 solution and once with water. The organic phase is dried over sodium sulfate and the solvent is removed under vacuum: yield 80 g.

Aufarbeitung

  1. additionis added
  2. temperatureunder cooling
  3. waitThe mixture is left
  4. temperaturewithout further cooling at room temperature for two days
  5. customis separated
  6. washwashed three times each with 200 ml saturated NaHCO3 solution
  7. dry with materialThe organic phase is dried over sodium sulfate
  8. customthe solvent is removed under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-b214c1b3a19d4f26a1c32cb490e950fe
Quelldatensatz
uspto-grants-2005_06
Patentnummer
US06903118B1

Verknüpfte Notizen

Wird geladen…