Dextroamphetamine → (S)-N-(4-chlorobenzylidene)-1-phenylpropan-2-amine

HRID 445319

Reaktionsgleichung

Reaktionsgleichung von HRID 445319
[C:1]1([CH2:7][C@@H:8]([NH2:10])[CH3:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:11][C:12]1[CH:19]=[CH:18][C:15]([CH:16]=O)=[CH:14][CH:13]=1.[O-]S([O-])(=O)=O.[Mg+2]>C1C=CC=CC=1>[Cl:11][C:12]1[CH:19]=[CH:18][C:15]([CH:16]=[N:10][C@@H:8]([CH3:9])[CH2:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[CH:14][CH:13]=1

Komponenten

5

Edukt 3

HCID 5826DextroamphetamineHCID 77264-ChlorobenzaldehydeHCID 24083Sulfuric acid magnesium salt (1:1)

Produkt 1

HCID 59536354(S)-N-(4-chlorobenzylidene)-1-phenylpropan-2-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

To a solution of (S)-1-phenylpropan-2-amine (626 mg, 4630 μmol) in benzene (10 mL) was added 4-chlorobenzaldehyde (651 mg, 4630 μmol) and MgSO4 (1000 mg, 8308 μmol) and the suspension stirred at RT 4 h. The suspension was filtered and the solid washed with benzene (2×2 mL). The combined filtrates were concentrated to give (S)—N-(4-chlorobenzylidene)-1-phenylpropan-2-amine, which was carried on into the next step without purification.

Aufarbeitung

  1. filtrationThe suspension was filtered
  2. washthe solid washed with benzene (2×2 mL)
  3. concentrationThe combined filtrates were concentrated

Quellen und Nachweise

ORD-Eintrag
ord-aa6d8055ec8f463aa8ec6c4bcbdabe69
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08476297B2

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