Titanocene dichioride → Dimethyl titanocene

A solution of 2.49 g (10.0 mmol) of titanocene dichloride in 50 mL of ether in the dark at 0° C. was treated with 17.5 mL of 1.4M methyllithium solution in ether maintaining the internal temperature below 5° C. The resulting yellow/orange mixture was stirred at room temperature for 30 minutes and the reaction was quenched by slowly adding 25 g of ice. The quenched reaction mixture was diluted with 50 mL of ether and 25 mL of water and the layers were separated. The organic layer was dried over magnesium sulfate and concentrated in vacuo to afford 2.03 g (98%) of the title compound as a light-sensitive solid. Alternatively, dimethyl titanocene may be prepared from methyl magnesium chloride. The dimethyl titanocene could be stored as a solution in toluene at 0° C. for at least 2 weeks without apparent chemical degradation. 1H NMR (CDCl3, 200 MHz, ppm): δ -0.15 (s, 6H), 6.06 (s, 10H).

1. customthe reaction was quenched
2. additionby slowly adding 25 g of ice
3. customThe quenched reaction mixture
4. customthe layers were separated
5. dry with materialThe organic layer was dried over magnesium sulfate
6. concentrationconcentrated in vacuo

ORD record

ord-60708dd66f35471cb63d8b33e1fd411f

Source dataset

uspto-grants-1998_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05780467