Methyl iodide → HCID 178420033, compound

Temperature

60 °C

1.1 g (6.2 mMoles) of anthracene, 300 ml of THF and 0.1 ml of methyliodide are added with stirring in an inert gas atmosphere at 20° C. to 7.2 g (300 mMoles) of magnesium powder (particle size <0.15 mm). After about 2 hours, the reaction mixture is activated for about 3 hours in an ultrasonic bath (cf. Example 1). The mixture is then heated with stirring to 60° C. After the addition of 52.8 g (800 mMoles) of monomeric cyclopentadiene, the heat source is removed and 35.6 g (100 mMoles) of solid cobalt-(III)-acetylacetonate are added over a period of 30 minutes, the reaction mixture changing color to deep red-brown with a vigorous heat effect (65° C.). After cooling to 23° C., the reaction mixture is filtered off from any insoluble fractions through a G-3-glass frit and the deep red-brown filtrate is concentrated to dryness (max. bath temperature 30° C.) in vacuo (10-1Torr). The residue is taken up in 500 ml of pentane and any insoluble fractions eliminated by filtration. The clear deep red filtrate is concentrated to dryness (max. bath temperature 30° C.) in vacuo (10-1Torr) and the residue sublimated at 10-3Torr (bath temperature up to 60° C., sublimation beginning at a bath temperature of 30° C.). The sublimate is dissolved in approximately 100 ml of pentane and the complex crystallized out at -80° C. 11.9 g (62.6 mMoles=62.6% of the theoretical) of η5 -cyclopentadienyl cobalt cyclopentadiene are obtained in the form of wine-red crystals melting at 98° to 99° C.

1. waitthe reaction mixture is activated for about 3 hours in an ultrasonic bath
2. temperatureThe mixture is then heated
3. customthe heat source is removed
4. customdeep red-brown with a vigorous heat effect (65° C.)
5. temperatureAfter cooling to 23° C.
6. filtrationthe reaction mixture is filtered off from any insoluble fractions through a G-3-glass frit
7. concentrationthe deep red-brown filtrate is concentrated to dryness (max. bath temperature 30° C.) in vacuo (10-1Torr)
8. filtrationany insoluble fractions eliminated by filtration
9. concentrationThe clear deep red filtrate is concentrated to dryness (max. bath temperature 30° C.) in vacuo (10-1Torr)
10. customsublimated at 10-3Torr (bath temperature up to 60° C., sublimation beginning at a bath temperature of 30° C.)
11. dissolutionThe sublimate is dissolved in approximately 100 ml of pentane
12. customthe complex crystallized out at -80° C

ORD record

ord-29e8ca49ab7c4b659f382f34d12451e5

Source dataset

uspto-grants-1985_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04556719