Question: Cortisone is an important steroidal anti-inflammatory agent. Cortisone can be synthesized efficiently from the alkene shown here. Of the following three chlorinated compounds, two give

Cortisone is an important steroidal anti-inflammatory agent. Cortisone can be synthesized efficiently from the alkene shown here.

Of the following three chlorinated compounds, two give reasonable yields of the alkene shown above by E2 elimination with base, but one does not. Which one does not work well, and why? What does it give during attempted E2 elimination?

HOCH,O H,C HO Alkene Cortisone CI H C . CI HO HO

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