2-(4'-Chloro-4-ethylbiphen-3-yl)-3-methoxycyclopent-2-enone → 2-(4'-Chloro-4-ethylbiphen-3-yl)-1,3-cyclopentanedione

HRID 40469Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 40469
[Cl:1][C:2]1[CH:23]=[CH:22][C:5]([C:6]2[CH:7]=[CH:8][C:9]([CH2:20][CH3:21])=[C:10]([C:12]3[C:13](=[O:19])[CH2:14][CH2:15][C:16]=3[O:17]C)[CH:11]=2)=[CH:4][CH:3]=1>CC(C)=O.Cl.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]2[CH:7]=[CH:8][C:9]([CH2:20][CH3:21])=[C:10]([CH:12]3[C:13](=[O:19])[CH2:14][CH2:15][C:16]3=[O:17])[CH:11]=2)=[CH:22][CH:23]=1

Komponenten

5

Edukt 1

HCID 585028162-(4'-Chloro-4-ethylbiphen-3-yl)-3-methoxycyclopent-2-enone

Produkt 1

HCID 468300792-(4'-Chloro-4-ethylbiphen-3-yl)-1,3-cyclopentanedione

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 180AcetoneLösungsmittelHCID 313Hydrochloric AcidLösungsmittel2×HCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 2-(4′-chloro-4-ethylbiphen-3-yl)-3-methoxycyclopent-2-enone (200 mg, 0.61 mmol) in acetone (4 ml) and 2M aqueous hydrochloric acid (4 ml) is heated at 120° C. for 20 minutes under microwave irradiation. The reaction mixture is diluted with water (20 ml) and 2M aqueous hydrochloric acid (10 ml), and the crude product is extracted with ethyl acetate (3×15 ml). The organic extracts are combined, washed with brine (10 ml), dried over anhydrous magnesium sulfate, filtered and the filtrate is evaporated to dryness under reduced pressure to give 2-(4′-chloro-4-ethylbiphen-3-yl)-1,3-cyclopentanedione.

Aufarbeitung

  1. extractionthe crude product is extracted with ethyl acetate (3×15 ml)
  2. washwashed with brine (10 ml)
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. customthe filtrate is evaporated to dryness under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-6f7641894d3b4895a473f13086f5e497
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08530388B2

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