Reaktion #58666

Reaktionsgleichung

1-(3-cyanophenyl)acetone

cyclobutyl bromide

cesium carbonate

→

title compound

3-(3-Cyanophenyl)-4-cyclobutyl-butan-2-one

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas cooled
2. 2
   Filtrationfiltered
3. 3
   SonstigeThe filtrate was partitioned between water and EtOAc
4. 4
   Extraktionthe aqueous layer was extracted with EtOAc
5. 5
   WaschenThe combined organic layer was washed with brine
6. 6
   Sonstigedried
7. 7
   Einengenconcentrated
8. 8
   SonstigeThe residue was purified on a flash column

Vorschrift

To a solution of 1.45 g (9.07 mmol) of 1-(3-cyanophenyl)acetone in 18 mL acetonitrile, 1.1 mL (9.5 mmol) cyclobutyl bromide and 5.91 g (18.1 mmol) cesium carbonate were added. After heating the solution in a 60° C. bath overnight, it was cooled and filtered. The filtrate was partitioned between water and EtOAc and the aqueous layer was extracted with EtOAc. The combined organic layer was washed with brine, dried and concentrated. The residue was purified on a flash column using a gradient of 5-10% EtOAc/hexane to isolate the title compound. 1H NMR: (500 MHz, CDCl3): δ 1.5-2.2 (m, 9H), 2.13 (s, 3H), 3.64 (m, 1H), 7.4-7.7 (m, 4H).

Quelle