Hydrochloric Acid → 3-Isopropylbenzylamine Hydrochloride

HRID 348874

Reaktionsgleichung

Reaktionsgleichung von HRID 348874
[C:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[C:7]#[N:8])([CH3:3])=[CH2:2].[ClH:12]>C(O)C.C(O)(=O)C.CO.C(OCC)C.[Pd]>[ClH:12].[CH:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[CH2:7][NH2:8])([CH3:3])[CH3:2]

Komponenten

8

Edukt 2

HCID 313Hydrochloric AcidHCID 121802503-Isopropenylbenzonitrile

Produkt 1

HCID 210858343-Isopropylbenzylamine Hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 5

HCID 23938PalladiumKatalysatorHCID 176Acetic AcidLösungsmittelHCID 702EthanolLösungsmittelHCID 887MethanolLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

A solution of 3-isopropenylbenzonitrile (6.0 g, 41.9 mmol) and 10% Pd/C (600 mg) in ethanol (65 mL) and acetic acid (2.4 mL) is degassed with nitrogen for 15 min, and shaken under an atmosphere of hydrogen at 50 psi for 12 h. The reaction mixture is filtered through diatomaceous earth and concentrated under reduced pressure to provide an oil. The oil is dissolved in methanol (5 mL) and hydrochloric acid (15 mL of a 1 M solution in diethyl ether) is added. The resulting precipitate is collected by filtration to provide the title compound. APCI MS m/z 149 [M+H]+.

Aufarbeitung

  1. filtrationThe reaction mixture is filtered through diatomaceous earth
  2. concentrationconcentrated under reduced pressure
  3. customto provide an oil
  4. filtrationThe resulting precipitate is collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-9560c8dd9b2a40fa848fd7df53423eff
Quelldatensatz
uspto-grants-2007_02
Patentnummer
US07176242B2

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