Aluminum(III) Chloride → HCID 23293641, compound

Temperature

25 °C

A solution of 3-(4-fluorophenyl)-3-methylbutyryl chloride (19.0 g, 0.0815 mol) in dichloromethane (100 ml) was added dropwise over 2.5 h to a stirring mixture of aluminum chloride (13.57 g, 0.102 mol, Aldrich) in dichloromethane (200 ml) while protected from moisture by a nitrogen atmosphere. After stirring 18 h at 25° C., the reaction solution was poured over ice (400 g) and the resulting solution was extracted with dichloromethane (2×200 ml). The dichloromethane layers were combined, washed with deionized water (50 ml), and concentrated by spin evaporation in vacuo. The residue was dissolved in ethyl acetate and washed through a pad of silica gel. The pad was washed with additional ethyl acetate. Removal of the volatiles from the combined washes by spin evaporation in vacuo gave 15.2 g (99%) of 6-fluoro-3,3-dimethyl-1-indanone as a light yellow oil which crystallized on standing, m.p., 57-62° C.:

1. extractionthe resulting solution was extracted with dichloromethane (2×200 ml)
2. washwashed with deionized water (50 ml)
3. concentrationconcentrated by spin evaporation in vacuo
4. dissolutionThe residue was dissolved in ethyl acetate
5. washwashed through a pad of silica gel
6. washThe pad was washed with additional ethyl acetate
7. customRemoval of the volatiles from the combined washes
8. customby spin evaporation in vacuo

ORD record

ord-8e145ce09ef746f69d9ba99ac06af6ba

Source dataset

uspto-grants-2000_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06124284