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Trifluoroacetic acid → (S)-2-amino-N,N-dimethyl-3-phenylpropanamide

HRID 1879465
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1879465
C(OC(=O)[NH:7][C@H:8]([C:16](=[O:20])[N:17]([CH3:19])[CH3:18])[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:7][C@@H:8]([CH2:9][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)[C:16]([N:17]([CH3:19])[CH3:18])=[O:20]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 14541824tert-Butyl (S)-(1-(dimethylamino)-1-oxo-3-phenylpropan-2-yl)carbamate

Produkt 1

HCID 11008771(S)-2-amino-N,N-dimethyl-3-phenylpropanamideAusbeute 76 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

((S)-1-Dimethylcarbamoyl-2-phenyl-ethyl)-carbamic acid tert-butyl ester (2.0 g, 6.85 mmol) was dissolved in methylene chloride (20 mL) at 0° C. Trifluoroacetic acid (20 mL) was added. The mixture was stirred for 2 h and evaporated. The residue was dissolved in methylene chloride and very carefully basified using saturated aqueous sodium bicarbonate. The organic layer was separated and the aqueous layer was extracted using methylene chloride. The combined organic extracts were washed with water and brine, and then dried over sodium sulfate to give (S)-2-amino-N,N-dimethyl-3-phenyl-propionamide (1.0 g, 76%) as yellow oil.

Aufarbeitung

  1. customevaporated
  2. dissolutionThe residue was dissolved in methylene chloride
  3. customThe organic layer was separated
  4. extractionthe aqueous layer was extracted
  5. washThe combined organic extracts were washed with water and brine
  6. dry with materialdried over sodium sulfate

Quellen und Nachweise

ORD-Eintrag
ord-358dc480b1dc4c308e745e2478c890fb
Quelldatensatz
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08314250B2

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