Phosphorus tribromide → 1-(1-Bromoethyl)-3-methylbenzene

HRID 1527029

Reaktionsgleichung

Reaktionsgleichung von HRID 1527029
P(Br)(Br)[Br:2].[C:5]1([CH3:14])[CH:10]=[CH:9][CH:8]=[C:7]([CH:11](O)[CH3:12])[CH:6]=1>>[Br:2][CH:11]([C:7]1[CH:8]=[CH:9][CH:10]=[C:5]([CH3:14])[CH:6]=1)[CH3:12]

Komponenten

3

Edukt 2

HCID 24614Phosphorus tribromideHCID 1109521-(3-Methylphenyl)ethanol

Produkt 1

HCID 230009161-(1-Bromoethyl)-3-methylbenzeneAusbeute 91,3 %

Versuchsvorschrift

Phosphorus tribromide (4.28 g, 15.9 mmol) was added drop-wise to a stirred neat solution of 1-(m-tolyl)ethanol (0.9 g, 6.6 mmol) at 0° C. After being stirred to room temperature over 12 h, the reaction was carefully quenched with sat'd saturated aqueous NaHCO3 solution and the mixture was extracted with EtOAc. The organic extract was washed with water, dried with MgSO4, and conc. in vacuo to afford the title compound (1.2 g, 91%) as a colorless oil, that was used directly in the next step without further purification. LCMS 200 (M+H+).

Aufarbeitung

  1. customthe reaction was carefully quenched with sat'd saturated aqueous NaHCO3 solution
  2. extractionthe mixture was extracted with EtOAc
  3. extractionThe organic extract
  4. washwas washed with water
  5. dry with materialdried with MgSO4

Quellen und Nachweise

ORD-Eintrag
ord-b284a065e32b42409256572d9280bc51
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09085583B2

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