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Organic synthesis reaction

88888.png The question asks to convert the first compound into the last compound shown in the diagram.

Here is my order of reaction, I don't get the order of it. Surely if you have converted the molecule into an ester, when you react it with conc Hcl, it will break up the ester wouldn't it. Also will my answer still be acceptable ?

Thanks
Reply 1
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coconut64
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Not a bad attempt! However, you've correctly seen the issue - if you expose the ester to acidic conditions, you risk hydrolysis.

How could you change the order to prevent this?
Reply 3
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coconut64
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Original post by EierVonSatan
Not a bad attempt! However, you've correctly seen the issue - if you expose the ester to acidic conditions, you risk hydrolysis.

How could you change the order to prevent this?

Esterfication at last ?
Original post by coconut64
Esterfication at last ?


Yeah, reduce the nitrate group then do the esterification :yep:

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