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Benzoyl chloride → HCID 23320196, Verbindung

HRID 280852
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 280852
[NH2:1][CH2:2][CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][N:8]([CH:11]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)[CH2:7][CH2:6]1.C(N(CC)CC)C.[C:32](Cl)(=[O:39])[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1.[C:41]([OH:48])(=[O:47])/[CH:42]=[CH:43]/[C:44]([OH:46])=[O:45]>C(Cl)(Cl)Cl>[C:41]([OH:48])(=[O:47])/[CH:42]=[CH:43]/[C:44]([OH:46])=[O:45].[C:32]([NH:1][CH2:2][CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][N:8]([CH:11]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)[CH2:7][CH2:6]1)(=[O:39])[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 444972Fumaric AcidHCID 19370338HCID 19370338, Verbindung

Produkt 1

HCID 23320196HCID 23320196, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212Chloroform
Lösungsmittel

Versuchsvorschrift

To a solution of 1-(3-aminopropyl)-4-(4-chlorobenzhydryl)piperazine (1.7 g) and triethylamine (0.7 g) in chloroform (20 ml) was dropwise added benzoyl chloride (0.7 ml) at ambient temperature and the mixture was stirred at the same temperature for 1.5 hours. The reaction mixture was washed successively with aqueous sodium bicarbonate and water, and then extracted with 10% hydrochloric acid. After neutralizing the aqueous extract with aqueous sodium carbonate, the desired product was extracted with ethyl acetate. The organic extract was washed with water, dried and evaporated in vacuo to give an oil. According to a conventional manner, the oily product was converted to fumaric acid salt, which was recrystallized from a mixture of ethanol and diethyl ether to afford 1-(3-benzoylaminopropyl)-4-(4-chlorobenzhydryl)piperazine fumarate (0.82 g) as white crystals. mp: 173°-175° C. (dec.).

Aufarbeitung

  1. customat ambient temperature
  2. washThe reaction mixture was washed successively with aqueous sodium bicarbonate and water
  3. extractionextracted with 10% hydrochloric acid
  4. extractionaqueous extract with aqueous sodium carbonate
  5. extractionthe desired product was extracted with ethyl acetate
  6. extractionThe organic extract
  7. washwas washed with water
  8. customdried
  9. customevaporated in vacuo
  10. customto give an oil
  11. customwas recrystallized from a mixture of ethanol and diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-5268feb9bfec4d1d9eb5919a79aa3ba7
Quelldatensatz
uspto-grants-1986_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04591590

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