Aluminum(III) Chloride → HCID 11457997, compound

Temperature

130 °C

A solution of compound 2 (19.0 g, 67.1 mmol) in chlorobenzene (120 mL) was taken in a 500 mL round bottom flask equipped with a mechanical stirrer and a reflux condenser. Aluminium chloride (44.6 g, 335.6 mmol) was added in portions over a period of 10 min. The reaction mixture was heated at 130° C. for 3 h and cooled to room temperature (TLC chloroform: methanol 9:1, Rf=0.2). Poured into crushed ice (1 Kg) and stirred at room temperature for further 30 min. The solid separated was filtered and washed with water till neutral to pH. The solid was then washed with hexane (2×50 mL) and dried at 100° C. for 1 h to furnish 5,7-dihydroxy-1,2-dihydro-2-quinolinone (3, 10 g) in 92% yield as a dark brown solid. M.P.>300° C. The quinolinone obtained was further characterised as its diacetate.

1. customequipped with a mechanical stirrer and a reflux condenser
2. additionPoured
3. customThe solid separated
4. filtrationwas filtered
5. washwashed with water till neutral
6. washThe solid was then washed with hexane (2×50 mL)
7. customdried at 100° C. for 1 h

ORD record

ord-a3902062c6e3465bb9c4ed6bc9326b13

Source dataset

uspto-grants-2001_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06191279B1