Bromine → 2-Bromo-1-[1-(2-naphthyl)cyclobutyl]ethanone

HRID 266868Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 266868
[Br:1]Br.[CH:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][C:4]=1[C:13]1([C:17](=[O:19])[CH3:18])[CH2:16][CH2:15][CH2:14]1>C(Cl)(Cl)Cl.CO>[Br:1][CH2:18][C:17]([C:13]1([C:4]2[CH:5]=[CH:6][C:7]3[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:3]=2)[CH2:16][CH2:15][CH2:14]1)=[O:19]

Komponenten

5

Edukt 2

HCID 24408BromineHCID 21258447HCID 21258447, Verbindung

Produkt 1

HCID 212584952-Bromo-1-[1-(2-naphthyl)cyclobutyl]ethanone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 6212ChloroformLösungsmittel2×

Versuchsvorschrift

A solution of bromine (4.3 ml) in chloroform (20 ml) was added dropwise over 30 minutes at 10°-15° C. to a stirred solution of 1-[1-(2-naphthyl)cyclobutyl]-ethanone (20 g) in a mixture of methanol (20 ml) and chloroform (30 ml). The mixture was then stirred at ambient temperature for 1.5 hours, poured onto ice-water (300 ml) and the product extracted into dichloromethane (3×150 ml). The extracts were washed with saturated aqueous sodium hydrogen carbonate solution, then water, dried over calcium chloride and the solvent removed in vacuo to give 2-bromo-1-[1-(2-naphthyl)cyclobutyl]-ethanone as an oil (24.0 g).

Aufarbeitung

  1. additionpoured onto ice-water (300 ml)
  2. extractionthe product extracted into dichloromethane (3×150 ml)
  3. washThe extracts were washed with saturated aqueous sodium hydrogen carbonate solution
  4. dry with materialwater, dried over calcium chloride
  5. customthe solvent removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-f93d5d070a3b465e9a77513f2f87ddd5
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05652271

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