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Hydrochloric Acid → 2-[2-(4-Methylpiperazin-1-yl)ethoxy]-1-(1-naphthyl)ethanol dihydrochloride

HRID 2257557
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2257557
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][O:10][CH2:11][CH:12]([C:20]2[C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[CH:23]=[CH:22][CH:21]=2)[O:13]C2CCCCO2)[CH2:4][CH2:3]1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1.[OH-].[Na+].[ClH:44]>CC(C)=O.C(OCC)C.C(Cl)(Cl)Cl.O>[ClH:44].[ClH:44].[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][O:10][CH2:11][CH:12]([C:20]2[C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[CH:23]=[CH:22][CH:21]=2)[OH:13])[CH2:4][CH2:3]1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

9

Edukt 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 521998p-Toluenesulfonic acid monohydrateHCID 536974332-[2-(4-Methylpiperazin-1-yl)ethoxy]-1-(1-naphthyl)-1-(tetrahydropyran-2-yloxy)ethane

Produkt 1

HCID 675973272-[2-(4-Methylpiperazin-1-yl)ethoxy]-1-(1-naphthyl)ethanol dihydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 180AcetoneLösungsmittel2×HCID 962WaterLösungsmittelHCID 3283Diethyl EtherLösungsmittelHCID 6212ChloroformLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

In 30 ml of acetone was dissolved 3.3 g of 2-[2-(4-methylpiperazin-1-yl)ethoxy]-1-(1-naphthyl)-1-(tetrahydropyran-2-yloxy)ethane. To the solution were added 3.46 g of p-toluenesulfonic acid monohydrate and 7 ml of water at room temperature. The resulting mixture was stirred at the same temperature for 30 minutes and further at 40° C. for 1 hour. The reaction mixture was added to a mixture of 60 ml of chloroform and 60 ml of ice water. The mixture was adjusted to pH 11 with a 10% aqueous sodium hydroxide solution. The organic layer was separated. The aqueous layer was extracted with 20 ml of chloroform. The extract was combined with the previously separated organic layer. The combined organic layer was washed with water and dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure. The residue thus obtained was dissolved in 40 ml of acetone. Hydrogen chloride gas was blown into the solution with ice cooling. The resulting solution was stirred at room temperature for 30 minutes. Thereto was added 40 ml of diethyl ether. The resulting mixture was stirred at the same temperature for 30 minutes. The resulting crystals were collected by filtration, washed with acetone, and dried to obtain 2.35 g of 2-[2-(4-methylpiperazin-1-yl)ethoxy]-1-(1-naphthyl)ethanol dihydrochloride (compound No. 259).

Aufarbeitung

  1. customThe organic layer was separated
  2. extractionThe aqueous layer was extracted with 20 ml of chloroform
  3. washThe combined organic layer was washed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was removed by distillation under reduced pressure
  6. customThe residue thus obtained
  7. stirringThe resulting solution was stirred at room temperature for 30 minutes
  8. stirringThe resulting mixture was stirred at the same temperature for 30 minutes
  9. filtrationThe resulting crystals were collected by filtration
  10. washwashed with acetone
  11. customdried

Quellen und Nachweise

ORD-Eintrag
ord-ee600e71fc4c49a8baa1bc43bd11ace2
Quelldatensatz
uspto-grants-1997_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05658904

Notizen zur Reaktion

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