Diethyl Ether → HCID 14457388, compound

Participants

Reaction Conditions

Reaction Steps

Dimethyl phthalate (15.0 g) in tetrahydrofuran (100 ml) was added to a stirred suspension of sodium methoxide (8.31 g) in tetrahydrofuran (60 ml) followed by 4′-chloroacetophenone (11.8 g) in tetrahydrofuran (100 ml) at 20° C. under nitrogen. The mixture was then boiled under reflux for 18 hours then cooled to 20° C. and poured into ether (250 ml) and water (250 ml). The aqueous layer was separated and the organic layer was washed with water (3×75 ml). The combined aqueous extract and washings were acidified with concentrated hydrochloric acid and the solid which precipitated was collected by filtration. The filtrate was extracted with dichloromethane, dried and evaporated. The residue was recrystallized from ethanol to give 2-(4-chlorobenzoyl)-indan-1,3-dione.

Provenance & Evidence