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A mixture of 11.4 g of magnesium shavings, 151.5 g of diethyl malonate and 300 ml of dry ethanol is warmed to 60° under argon over a period of 30 minutes. After the vigorous reaction has faded, the mixture is heated to boiling under reflux for an additional 1 hour and then concentrated in vacuo. The residue is treated twice with 300 ml of dry benzene each time and in each case evaporated well. The residue obtained is dissolved under argon in 350 ml of dry tetrahydrofuran. Thereto there is added dropwise at room temperature over a period of 20 minutes a solution of 195.5 g of 5-chloro-10,11-dihydro-5H-dibenzo[a,d]cycloheptene in 500 ml of dry tetrahydrofuran. The mixture is heated to boiling under reflux overnight while stirring and then evaporated in vacuo. The residue obtained is partitioned between 2.0 l of toluene and 500 ml of ice-water. The organic phase is washed successively twice with 500 ml of 1N hydrochloric acid each time, twice with 500 ml of water each time, twice with 250 ml of saturated sodium bicarbonate solution each time and several times with water, dried over magnesium sulfate and evaporated in vacuo. Diethyl 10,11-dihydro-5H-dibenzo[a,d]cycloheptene-5-malonate is obtained as an orange oil.

1. temperatureis warmed to 60° under argon over a period of 30 minutes
2. customAfter the vigorous reaction
3. temperaturethe mixture is heated
4. temperatureunder reflux for an additional 1 hour
5. concentrationconcentrated in vacuo
6. additionThe residue is treated twice with 300 ml of dry benzene each time
7. customin each case evaporated well
8. customThe residue obtained
9. temperatureThe mixture is heated
10. temperatureunder reflux overnight
11. customevaporated in vacuo
12. customThe residue obtained
13. customis partitioned between 2.0 l of toluene and 500 ml of ice-water
14. washThe organic phase is washed successively twice with 500 ml of 1N hydrochloric acid each time
15. dry with materialtwice with 500 ml of water each time, twice with 250 ml of saturated sodium bicarbonate solution each time and several times with water, dried over magnesium sulfate
16. customevaporated in vacuo