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The Hive => Chemistry Discourse => Topic started by: SweetChem on October 30, 2001, 04:13:00 PM

Title: Piperonal from 3-4OH Bzaldehyde?
Post by: SweetChem on October 30, 2001, 04:13:00 PM
I don't find any process to synthetize piperonal from 3-4 dihydroxybenzaldehyde. Is it possible to do like the first step of this synth with benzaldehyde insteed benzene?

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Title: Re: Piperonal from 3-4OH Bzaldehyde?
Post by: Rhodium on October 30, 2001, 04:37:00 PM
3,4-dihydroxybenzaldehyde is also known as protocatechualdehyde.
Methylenation reactions can be found in

https://www.thevespiary.org/rhodium/Rhodium/chemistry/methylenation.html#methylenation (https://www.thevespiary.org/rhodium/Rhodium/chemistry/methylenation.html#methylenation)

Title: Re: Piperonal from 3-4OH Bzaldehyde?
Post by: foxy2 on October 30, 2001, 07:02:00 PM

Post 225611 (https://www.thevespiary.org/talk/index.php?topic=11418.msg22561100#msg22561100)

(foxy2: "Re: 4-Methylaminorex Synth w/o CNBr", Novel Discourse)


Post 225616 (https://www.thevespiary.org/talk/index.php?topic=11418.msg22561600#msg22561600)

(foxy2: "Re: 4-Methylaminorex Synth w/o CNBr", Novel Discourse)


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Title: Re: Piperonal from 3-4OH Bzaldehyde?
Post by: SweetChem on October 31, 2001, 02:26:00 PM
Thanks !
But now the problem is that I don't own an autoclave. Is it possible to replace CH2Cl2 by CH2BR2(b.p. 97°)and reflux the whole instead heat under presure?

... crazy synth for sweet dreams ...
Title: Re: Piperonal from 3-4OH Bzaldehyde?
Post by: Rhodium on October 31, 2001, 04:59:00 PM
Yes, dibromomethane or diiodomethane may be used instead. In the link I posted there are a PTC reaction which does not use an autoclave too.