Reaction #68747

Reaction equation

2-(4′-chloro-4-ethylbiphen-3-yl)-3-methoxycyclopent-2-enone

→

2-(4′-chloro-4-ethylbiphen-3-yl)-1,3-cyclopentanedione

Solvents

acetone

hydrochloric acid

water

hydrochloric acid

Conditions

Workup

1. 1
   Extractionthe crude product is extracted with ethyl acetate (3×15 ml)
2. 2
   Washwashed with brine (10 ml)
3. 3
   Dryingdried over anhydrous magnesium sulfate
4. 4
   Filtrationfiltered
5. 5
   Otherthe filtrate is evaporated to dryness under reduced pressure

Procedure

A solution of 2-(4′-chloro-4-ethylbiphen-3-yl)-3-methoxycyclopent-2-enone (200 mg, 0.61 mmol) in acetone (4 ml) and 2M aqueous hydrochloric acid (4 ml) is heated at 120° C. for 20 minutes under microwave irradiation. The reaction mixture is diluted with water (20 ml) and 2M aqueous hydrochloric acid (10 ml), and the crude product is extracted with ethyl acetate (3×15 ml). The organic extracts are combined, washed with brine (10 ml), dried over anhydrous magnesium sulfate, filtered and the filtrate is evaporated to dryness under reduced pressure to give 2-(4′-chloro-4-ethylbiphen-3-yl)-1,3-cyclopentanedione.

Source