1-Naphthalen-1-ylpropan-1-one → 2-Bromo-1'-propionaphthone

HRID 33557Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 33557
[C:1]1([C:11](=[O:14])[CH2:12][CH3:13])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[Br-:15].[Br-].[Br-].C1([N+](C)(C)C)C=CC=CC=1.C1([N+](C)(C)C)C=CC=CC=1.C1([N+](C)(C)C)C=CC=CC=1>O1CCCC1>[Br:15][CH:12]([CH3:13])[C:11]([C:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1)=[O:14]

Komponenten

4

Edukt 2

HCID 2311591-Naphthalen-1-ylpropan-1-oneHCID 17977687Phenyltrimethylammonium bromide dibromide

Produkt 1

HCID 2311612-Bromo-1'-propionaphthoneAusbeute 175,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

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).

Aufarbeitung

  1. customthen partitioned between petroleum ether and aqueous sodium carbonate solution
  2. customThe organic layer was separated
  3. washwashed with water, brine
  4. dry with materialdried with sodium sulphate
  5. filtrationfiltered
  6. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-6f9b7a4872db46e69235876df70a9231
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07429607B2

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