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Topic: A simpler synthesis of heptanol  (Read 1712 times)

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Offline blueberry58

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A simpler synthesis of heptanol
« on: November 18, 2014, 01:23:58 PM »

Producing this compound through hydrogenation of heptaldehyde requires a complex equipment.

The process using pentane and ethylene oxide had been hard to found.

What another simpler process to produce heptanol is available?

Thank you.

Offline kriggy

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Re: A simpler synthesis of heptanol
« Reply #1 on: November 18, 2014, 02:29:11 PM »
Reduction of heptanal by LiAlH4 in THF?

Offline OrgXemProf

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Re: A simpler synthesis of heptanol
« Reply #2 on: November 18, 2014, 05:32:23 PM »
Given a choice, I would prefer to reduce heptanal with NaBH4 rather than with LiAlH4.

The alkoxide salts produced via LiAlH4 reduction are insoluble and must be carefully hydrolyzed during workup (i. e., prior to isolation of the reduction product, heptanol). Since the corresponding NaBH4 reduction is performed in aqueous ethanol, the requisite hydrolysis is achieved in situ along with reduction of the aldehyde.

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