Aluminum(III) Chloride → HCID 12266611, compound

A solution of 3-(2-methoxy-3,5-dimethylphenyl)propionic acid (8.80 g, 42.2 mmol) in thionyl chloride (80 mL) was refluxed for 1.5 hours. After cooling, the reaction mixture was concentrated under reduced pressure and the residue was dissolved in 1,2-dichloroethane (100 mL). To this solution was added anhydrous aluminum chloride (5.80 g, 43.5 mmol) gradually at 0° C. and the mixture was stirred at room temperature for 1.0 hour. After completion of the reaction, the reaction mixture was poured in iced water and extracted with 1,2-dichloroethane. The organic layer was washed serially with 1N-hydrochloric acid, saturated aqueous sodium hydrogen carbonate solution, and water, dried over MgSO4, and filtered. The filtrate was concentrated under reduced pressure to provide 6.90 g of the title compound. Yield 86%.

1. temperatureAfter cooling
2. concentrationthe reaction mixture was concentrated under reduced pressure
3. dissolutionthe residue was dissolved in 1,2-dichloroethane (100 mL)
4. customAfter completion of the reaction
5. extractionextracted with 1,2-dichloroethane
6. washThe organic layer was washed serially with 1N-hydrochloric acid, saturated aqueous sodium hydrogen carbonate solution, and water
7. dry with materialdried over MgSO4
8. filtrationfiltered
9. concentrationThe filtrate was concentrated under reduced pressure

ORD record

ord-9688daa23d15480585bb690aad7910ff

Source dataset

uspto-grants-2002_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06417213B2