# Determine the products of all stages in the following reaction

## Homework Statement

is treated first with Li and then with CuI.
The product reacts with chlorocyclopentane

## The Attempt at a Solution

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I don't know where to start exactly... it doesn't seem to be anything I've learned so far (substitution, addition ,elimination).

All I can think of is a Corey-House synthesis, dunno if I'm headed in the right direction ?

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Borek
Mentor
Corey-House synthesis

Sounds reasonable. What do you get when you follow that route?

I react it with 2Li so I would get LiCl + LiCH2CH2CH2CH2CH2CH2 To be fair, I am sorry for the notation, I've never really been shown how to write the formula of a cyclic molecule

And then I react it with 2CuI if I remember correctly to finally react it with another alide, correct my if Im wrong.

Borek
Mentor
You can mark cyclehaxane ring with some other symbol, like RCH2Li, or CycCH2Li.

You seem to be on the right track, just don't stop for confirmation after every step.

Disclaimer: I am not an organiker, so there is always a chance I am wrong. But in terms of Corey-House this problem looks rather straightforward.

if I remember correctly

If you are not sure, consult your book or notes. No need to guess.