Reaktion #61835

ord-6f9b7a4872db46e69235876df70a9231

Reaktionsgleichung

CCC(=O)c1cccc2ccccc12
1-(naphth-1-yl)-1-propanone
C[N+](C)(C)c1ccccc1.C[N+](C)(C)c1ccccc1.C[N+](C)(C)c1ccccc1.[Br-].[Br-].[Br-]
phenyltrimethylammonium tribromide
CC(Br)C(=O)c1cccc2ccccc12
2-bromo-1-(naphth-1-yl)-1-propanone
Ausbeute 175.6%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigethen partitioned between petroleum ether and aqueous sodium carbonate solution
  2. 2
    SonstigeThe organic layer was separated
  3. 3
    Waschenwashed with water, brine
  4. 4
    Trocknendried with sodium sulphate
  5. 5
    Filtrationfiltered
  6. 6
    Sonstigeevaporated in vacuo

Vorschrift

To a solution of 1-(naphth-1-yl)-1-propanone (4.0 g) in anhydrous tetrahydrofuran (50 ml) was added phenyltrimethylammonium tribromide (8.0 g). The resulting mixture was stirred overnight at room temperature then partitioned between petroleum ether and aqueous sodium carbonate solution. The organic layer was separated, washed with water, brine, dried with sodium sulphate, filtered and evaporated in vacuo to yield crude 2-bromo-1-(naphth-1-yl)-1-propanone (5.7 g).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07429607B2uspto-grants-2008_09