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Hydrochloric Acid → (R)-1-(4-Chloro-3,5-dimethyl-phenyl)-2-methyl-propylamine hydrochloride

HRID 1629752
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1629752
[Cl:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([C@H:9]([NH:13][S@@](C(C)(C)C)=O)[CH:10]([CH3:12])[CH3:11])=[CH:4][C:3]=1[CH3:20].Cl>CO>[ClH:1].[Cl:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([C@H:9]([NH2:13])[CH:10]([CH3:11])[CH3:12])=[CH:4][C:3]=1[CH3:20]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 67329434(R)-2-Methyl-propane-2-sulfinic acid [(R)-1-(4-chloro-3,5-dimethyl-phenyl)-2-methyl-propyl]-amide

Produkt 1

HCID 67346920(R)-1-(4-Chloro-3,5-dimethyl-phenyl)-2-methyl-propylamine hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of intermediate INT 61 (4.53 g, 14.34 mmol) in MeOH (75 mL) was treated with HCl (4 M in dioxane, 7.17 mL, 28.7 mmol) and stirred overnight. After evaporation of the solvents, a solid was obtained which was washed with Et2O. The solid was then dissolved in 10% sodium carbonate solution and extracted twice with EtOAc. The combined organic layers were dried over sodium sulfate, filtered and concentrated. The crude amine was dissolved in Et2O and treated with an excess of an ethereal solution of HCl (2 M). The suspension was concentrated to yield the title compound.

Aufarbeitung

  1. customAfter evaporation of the solvents
  2. customa solid was obtained which
  3. washwas washed with Et2O
  4. dissolutionThe solid was then dissolved in 10% sodium carbonate solution
  5. extractionextracted twice with EtOAc
  6. dry with materialThe combined organic layers were dried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated
  9. dissolutionThe crude amine was dissolved in Et2O
  10. additiontreated with an excess of an ethereal solution of HCl (2 M)
  11. concentrationThe suspension was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-ffa3c1a60551467f95be3d262370ab3d
Quelldatensatz
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08791100B2

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