Ethylamine hydrochloride → [2-(4-Bromophenyl)-1-methylethyl]ethylamine hydrochloride

HRID 429817

Reaktionsgleichung

Reaktionsgleichung von HRID 429817
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9](=O)[CH3:10])=[CH:4][CH:3]=1.[ClH:12].[CH2:13]([NH2:15])[CH3:14].C([BH3-])#N.[Na+]>CO>[ClH:12].[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH:9]([NH:15][CH2:13][CH3:14])[CH3:10])=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 11198Ethylamine hydrochlorideHCID 7363321-(4-Bromophenyl)propan-2-oneHCID 5003444Sodium cyanoborohydride

Produkt 1

HCID 69143668[2-(4-Bromophenyl)-1-methylethyl]ethylamine hydrochlorideAusbeute 58 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
22 °C

Versuchsvorschrift

A mixture of 1-(4-bromophenyl)propan-2-one (5 grams, 23.5 mmole), ethylamine hydrochloride (19 grams, 0.23 mole) and sodium cyanoborohydride (2.22 grams, 0.035 mole) in methanol (100 ml) was stirred at 22° C. for 16 hours. The mixture was concentrated under reduced pressure and the residue was partitioned between 1.0N sodium hydroxide (25 ml) and ethyl ether (60 ml). The organic phase was dried (anhydrous magnesium sulfate) and concentrated under reduced pressure. The oily base was converted to the hydrochloride salt and recrystallized from ethanol/ethyl ether to give [2-(4-bromophenyl)-1-methylethyl]ethylamine hydrochloride (3.8 grams, 58%), m.p. 175-176° C.

Aufarbeitung

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customthe residue was partitioned between 1.0N sodium hydroxide (25 ml) and ethyl ether (60 ml)
  3. dry with materialThe organic phase was dried (anhydrous magnesium sulfate)
  4. concentrationconcentrated under reduced pressure
  5. customrecrystallized from ethanol/ethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-fcb6088ab32a4c7fa2a2c3671e35812f
Quelldatensatz
uspto-grants-2001_11
Patentnummer
US06319920B1

Verknüpfte Notizen

Wird geladen…