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

HRID 1629733
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1629733
[Cl:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([C@H:9]([NH:12][S@@](C(C)(C)C)=O)[CH2:10][CH3:11])=[CH:4][C:3]=1[CH3:19].Cl>CO>[Cl:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([C@H:9]([NH2:12])[CH2:10][CH3:11])=[CH:4][C:3]=1[CH3:19]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 67346503(R)-2-Methyl-propane-2-sulfinic acid [(R)-1-(4-chloro-3,5-dimethyl-phenyl)-propyl]-amide

Produkt 1

HCID 55278509(R)-1-(4-Chloro-3,5-dimethyl-phenyl)-propylamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of intermediate INT 37 (3.4 g, 11.26 mmol) in MeOH (75 mL) was treated with HCl (4 M in dioxane, 5.63 mL, 22.53 mmol) and stirred overnight. After evaporation of the solvents, a white solid was obtained which was washed with Et2O. The solid was then dissolved in water, slightly acidified with 2 M HCl and washed with EtOAc. The aqueous layer was separated and the pH adjusted to about 11 using 2 M NaOH followed by extraction with Et2O (3×). The Et2O layers were combined, dried over sodium sulfate, filtered and concentrated.

Aufarbeitung

  1. customAfter evaporation of the solvents
  2. customa white solid was obtained which
  3. washwas washed with Et2O
  4. dissolutionThe solid was then dissolved in water
  5. washwashed with EtOAc
  6. customThe aqueous layer was separated
  7. extractionfollowed by extraction with Et2O (3×)
  8. dry with materialdried over sodium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-ae478501eebb4f68a7ff21c73d12850d
Quelldatensatz
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08791100B2

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