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Topic: Synthesis of a tertiary alcohol with 3 different substituents  (Read 3425 times)

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Offline BeepoGirl

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I was given 4 alcohols to synthesise
PhCH(OH)Et, and PhC(OH)Et2 which I used grignard reagents for, PhCH2(OH) for which I used 'H-' -LiAlH4 with an ester. But I'm stumped on the last one: PhC(OH)(Me)Et.

I can't use grignard to add an ethyl group and then add a methyl group to an ester because I won't be able to control which groups are added and can't ensure one of each.. Any help?

Offline Squirmy

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Re: Synthesis of a tertiary alcohol with 3 different substituents
« Reply #1 on: May 15, 2009, 07:05:30 AM »
Your PhCH(OH)Et is a secondary alcohol with 3 different substituents. What Grignard/carbonyl compound did you use for that?

Offline StarvinMarvin

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Re: Synthesis of a tertiary alcohol with 3 different substituents
« Reply #2 on: May 15, 2009, 07:16:41 AM »
For the last one: use acetophenone (commercially available) and react it with EtMgBr.

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