1,4-Dioxane → 1-(4-Chlorobenzoyl)piperazine

HRID 1361484

Reaktionsgleichung

Reaktionsgleichung von HRID 1361484
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:22])[C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.O1CCOCC1>C(Cl)Cl>[Cl:21][C:18]1[CH:17]=[CH:16][C:15]([C:14]([N:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)=[O:22])=[CH:20][CH:19]=1

Komponenten

4

Edukt 2

HCID 312751,4-DioxaneHCID 49814251tert-Butyl 4-(4-chlorobenzoyl)piperazine-1-carboxylate

Produkt 1

HCID 41014841-(4-Chlorobenzoyl)piperazineAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

4-(4-Chloro-benzoyl)-piperazine-1-carboxylic acid tert-butyl ester (26 g) was dissolved in CH2Cl2 (350 mL). 4M HCL/Dioxane (150 mL) was added. The mixture was stirred at RT for 4 h. White precipitate was formed. The mixture was concentrated. The white solid was washed with Et2O. After the white solid was treated with 1N NaOH (200 mL) and extracted with Ethyl acetate (3×100 mL), the combined organic phase was dried over Na2SO4 and concentrated to give 17.79 g of desired product (99% yield). 1H-NMR (for HCl salt) (300 MHz, MeOD): δ 2.80-2.90 (m, 4 H), 3.20-3.80 (m, 4 H), 7.29-7.36 (m, 4 H).

Aufarbeitung

  1. customWhite precipitate was formed
  2. concentrationThe mixture was concentrated
  3. washThe white solid was washed with Et2O
  4. additionAfter the white solid was treated with 1N NaOH (200 mL)
  5. extractionextracted with Ethyl acetate (3×100 mL)
  6. dry with materialthe combined organic phase was dried over Na2SO4
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-7f4e8e32b7c6442dbc5d21a19205abd7
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07880002B2

Verknüpfte Notizen

Wird geladen…