Реакция #58666

Уравнение реакции

1-(3-cyanophenyl)acetone

cyclobutyl bromide

cesium carbonate

→

title compound

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

Растворители

acetonitrile

Условия реакции

Обработка

1. 1
   Температураwas cooled
2. 2
   Фильтрацияfiltered
3. 3
   ДругоеThe filtrate was partitioned between water and EtOAc
4. 4
   Экстракцияthe aqueous layer was extracted with EtOAc
5. 5
   ПромывкаThe combined organic layer was washed with brine
6. 6
   Другоеdried
7. 7
   Концентрированиеconcentrated
8. 8
   ДругоеThe residue was purified on a flash column

Методика

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).

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