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14.7 g (0.106 moles) of trimethylsilylcyclopentadiene (obtained from Fluka) and 150 ml of tetrahydrofuran (THF) were placed in a reaction flask and cooled to 0° C. 47.4 ml of a solution of butyllithium in n-hexane (2.3 molar; total amount 0.109 moles) were added dropwise over 20 minutes. When the addition was complete, the yellow solution was stirred for a further one hour and the cooling bath was then removed. At room temperature the solution was stirred for a further one hour and then cooled to −20° C. 14.8 ml (0.117 moles) of trimethylsilyl chloride were then added dropwise over 10 minutes and the reaction mixture was stirred for two hours at −10° C. The cooling bath was then removed and the reaction solution was heated to room temperature and subsequently stirred for a further one hour. The reaction mixture was filtered through Celite; the filter was washed with hexane and the hexane was removed from the combined filtrates under vacuum. On distillation at 26° C. under 0.4 mbar, the crude product gave 19 g of pure compound 1 (85% of the theoretical yield). Boiling point and NMR data are consistent with the literature (J. Organometallic Chem. 29, (1971), 227; ibid. 30, (1971), C 57; J. Am. Chem. Soc. 102, (1980), 4429; J. Gen. Chem. USSR, Eng. Transl. 43, (1973), 1970; J. Chem. Soc., Dalton Trans. 1980, 1156). 1H NMR (400 MHz, C6D6): δ=6.74 (m, 2H); 6.43 (m, 2H); −0.04 (s, 18H).

1. additionWhen the addition
2. customthe cooling bath was then removed
3. stirringAt room temperature the solution was stirred for a further one hour
4. temperaturecooled to −20° C
5. stirringthe reaction mixture was stirred for two hours at −10° C
6. customThe cooling bath was then removed
7. temperaturethe reaction solution was heated to room temperature
8. stirringsubsequently stirred for a further one hour
9. filtrationThe reaction mixture was filtered through Celite
10. washthe filter was washed with hexane
11. customthe hexane was removed from the combined filtrates under vacuum
12. distillationOn distillation at 26° C. under 0.4 mbar