تفاعل #58666

معادلة التفاعل

1-(3-cyanophenyl)acetone

cyclobutyl bromide

cesium carbonate

→

title compound

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

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas cooled
2. 2
   ترشيحfiltered
3. 3
   أخرىThe filtrate was partitioned between water and EtOAc
4. 4
   استخلاصthe aqueous layer was extracted with EtOAc
5. 5
   غسيلThe combined organic layer was washed with brine
6. 6
   أخرىdried
7. 7
   تركيزconcentrated
8. 8
   أخرىThe residue was purified on a flash column

الإجراء التجريبي

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).

المصدر