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(2R,3R)-1-(Dimethylamino)-3-(3-methoxyphenyl)-2-methylpentan-3-ol HCl → (Z)-(RS)-[3-(3-methoxy-phenyl)-2-methyl-pent-3-enyl]-dimethylamine hydrochloride

HRID 2394979
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2394979
[ClH:1].[CH3:2][N:3]([CH3:19])[CH2:4][CH:5]([CH3:18])[C:6]([C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[CH:11]=1)(O)[CH2:7][CH3:8]>Cl>[ClH:1].[CH3:17][O:16][C:12]1[CH:11]=[C:10](/[C:6](=[CH:7]\[CH3:8])/[CH:5]([CH3:18])[CH2:4][N:3]([CH3:19])[CH3:2])[CH:15]=[CH:14][CH:13]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

3

Edukt 1

HCID 18974517(2R,3R)-1-(Dimethylamino)-3-(3-methoxyphenyl)-2-methylpentan-3-ol HCl

Produkt 1

HCID 67662047(Z)-(RS)-[3-(3-methoxy-phenyl)-2-methyl-pent-3-enyl]-dimethylamine hydrochlorideAusbeute 42,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

200 g (0.69 mole) of hydrochloride (2) were dissolved in one litre of concentrated hydrochloric acid and allowed to stand at room temperature. The hydrochloric acid was removed by distillation under vacuum. The residue was dissolved in 1 l of ice-water and the pH was adjusted to 13 with 10 molar sodium hydroxide solution. After extraction with ether, drying the organic phase and removing the solvent by distillation, 162 g of crude product were obtained, and were purified by recrystallisation. 79 g (42% theoretical) of hydrochloride (1) with a melting point of 169°-170° C. were obtained.

Aufarbeitung

  1. customto stand at room temperature
  2. customThe hydrochloric acid was removed by distillation under vacuum
  3. dissolutionThe residue was dissolved in 1 l of ice-water
  4. extractionAfter extraction with ether
  5. customdrying the organic phase
  6. customremoving the solvent
  7. distillationby distillation
  8. custom162 g of crude product were obtained
  9. customwere purified by recrystallisation

Quellen und Nachweise

ORD-Eintrag
ord-91112e3c564546939c0e202761c1d68f
Quelldatensatz
uspto-grants-1998_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05811582

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