The Vespiary

The Hive => Methods Discourse => Topic started by: bbell on August 29, 2002, 09:36:00 PM

Title: starting material xtc
Post by: bbell on August 29, 2002, 09:36:00 PM

From J.of Analytical Toxicology vol.6 p.71-75 (1986).By A.T.Shulgin et al., A soln. of piperonal 15 g. in 80 ml. acetic acid was treated with 15 ml. nitroethane and 7 g. anhydrous ammonium acetate, and heated at 100 degrees for 4 hrs. The addition of a few ml. water followed by cooling yielded 8.0 g. 1-(3,4-methylenedioxyphenyl)-2-nitropropene, m.p.97-98 degrees. Recrystallized from acetic acid. This product was dissolved in boiling acetic acid, and added to a suspension of elemental iron (18.0 g. electrolytic grade) in 100 ml. warm acetic acid. The mixture was heated gently, with frequent swirling, until an exothermic reaction ensued. After the reaction had subsided, one liter of water added, and the mixture clarified by filtration. The filtrate was extracted with 75 ml. methylene chloride three times, the extracts pooled, washed once with 5% sodium hydroxide, and the solvent removed in vacuum. Distillation of the residue yielded 4.6 g. 3,4-methylenedioxyphenylacetone as a colourless oil. b.p. 100-110 degrees at 0.2 mm/mercury.
Chemical supply houses sell inacurate chemicals in place of this compound.

Title: > A soln. of piperonal in 80 ml.
Post by: Osmium on August 29, 2002, 10:11:00 PM

> A soln. of piperonal in 80 ml. acetic acid

How much piperonal?

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I'm not fat just horizontally disproportionate.

Title: Yield doesn't look that thrilling.
Post by: carboxyl on August 30, 2002, 05:30:00 AM

Yield doesn't look that thrilling.

Chemical supply houses sell inacurate chemicals in place of this compound.

Huh? which chemical, piperonal or ketone? They wouldn't sell either to me anyway :(

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The above post is purely fictional. Any resemblance to "real-life" is purely coincidental.

Title: Piperonal & Piperonyl
Post by: Rhodium on September 02, 2002, 05:40:00 PM

Osmium: 15g Piperonal, apparently, even if the above poster doesn't express himself so clearly. This synthesis is very similar to the one in Pihkal #100 for the same nitrostyrene, with the exception of the latter one using cyclohexylamine for a yield of 10.7g, instead of this with NH4OAc, yielding 9g.

Carboxyl: The Shulgin article above discusses the ambiguity of the name "piperonylacetone", which can both mean the three-carbon side-chain compound MDP2P and the four-carbon side-chain homolog (the benzylacetone). This is also discussed in Pihkal, see the extensions and commentary part in

http://www.erowid.org/library/books_online/pihkal/pihkal109.shtml (http://www.erowid.org/library/books_online/pihkal/pihkal109.shtml)

for details.

Title: post is true
Post by: bbell on September 02, 2002, 08:59:00 PM

Starting material is word for word from Journal of Analytical Toxicology

Title: can see clearly now
Post by: carboxyl on September 03, 2002, 09:35:00 AM

Thanks for the clarification, it makes sense now.  :)

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The above post is purely fictional. Any resemblance to "real-life" is purely coincidental.