(3-Bromophenyl)(phenyl)methanol → 1-Benzyl-3-bromobenzene

HRID 1183375

Reaktionsgleichung

Reaktionsgleichung von HRID 1183375
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)O)[CH:5]=[CH:6][CH:7]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl-].[Al+3].[Cl-].[Cl-]>C(OCC)C.C1COCC1>[CH2:8]([C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Br:1])[CH:3]=1)[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Komponenten

6

Edukt 3

HCID 285827(3-Bromophenyl)(phenyl)methanolHCID 6451240Aluminum(III) ChlorideHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 5975321-Benzyl-3-bromobenzene

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

(3-Bromo-phenyl)-phenyl-methanol (from previous step) was dissolved in diethyl ether (10 mL) and the solution was added dropwise to a suspension of lithium aluminum hydride (0.607 g, 16 mmol) and aluminum chloride (2.11 g, 16 mmol) stirring in THF (15 mL). The reaction was heated to 40° C. for 1 hour then cooled to 0° C., quenched with H2O, and submitted to standard aqueous workup. The crude product was purified via silica gel chromatography (0-5% EtOAc in hexanes) to afford the title compound.

Aufarbeitung

  1. temperaturethen cooled to 0° C.
  2. customquenched with H2O
  3. customThe crude product was purified via silica gel chromatography (0-5% EtOAc in hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-09d92103cc3145faa05c373ed253a4df
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08664220B2

Verknüpfte Notizen

Wird geladen…