m-Chloroperbenzoic acid → HCID 12094929, Verbindung

HRID 1373990Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1373990
[C:1]1([C:6]2[CH:7]=[C:8]([CH:14]=[CH:15][CH:16]=2)[C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH2:5][CH2:4][CH2:3][CH:2]=1.ClC1C=CC=C(C(OO)=[O:25])C=1>C(Cl)Cl>[C:1]12([C:6]3[CH:7]=[C:8]([CH:14]=[CH:15][CH:16]=3)[C:9]([O:11][CH2:12][CH3:13])=[O:10])[O:25][CH:5]1[CH2:4][CH2:3][CH2:2]2

Komponenten

4

Edukt 2

HCID 70297m-Chloroperbenzoic acidHCID 12094926Ethyl 3-cyclopenten-1-ylbenzoate

Produkt 1

HCID 12094929HCID 12094929, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

5 g (23 mmol) of ethyl 3-cyclopent-1-ylbenzoate (4a) and 100 ml of methylene chloride are introduced into a round-bottomed flask. The solution is cooled to 0° C. and 9 g (28 mmol) of meta-chloroperbenzoic acid are added in portions. The mixture is stirred for 30 minutes at 0° C. and then for 4 hours at room temperature. The mixture is filtered. The filtrate is successively washed with a saturated aqueous sodium thiosulfate solution, a saturated aqueous sodium bicarbonate solution and then with a saturated aqueous sodium chloride solution. The organic phase is dried over Na2SO4, filtered and concentrated under reduced pressure. The residue is purified by flash chromatography on silica gel (cyclohexane/ethyl acetate: 95:5). The title product is obtained in the form of a colorless oil (4.8 g).

Aufarbeitung

  1. waitfor 4 hours at room temperature
  2. filtrationThe mixture is filtered
  3. washThe filtrate is successively washed with a saturated aqueous sodium thiosulfate solution
  4. dry with materialThe organic phase is dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe residue is purified by flash chromatography on silica gel (cyclohexane/ethyl acetate: 95:5)

Quellen und Nachweise

ORD-Eintrag
ord-114d6c31fd0445bba403f7cd10b84145
Quelldatensatz
uspto-grants-2007_01
Patentnummer
US07163957B2

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