Question Oxidação do alfa-metilcinamaldeído usando H2O2 para P2P ???

[skanderbeg]

Olá, eu li em algum lugar, provavelmente no Hive, há 10 anos ou mais, que existe uma maneira de oxidar o alfa-metilcinamaldeído usando H2O2 ??? Provavelmente uma reação Bayer Villiger, não tenho certeza. Estou perguntando isso porque posso comprar esse reagente (CAS: 101-39-3) por US$ 40 kg o quanto eu quiser com segurança e, pelo que me lembro, o rendimento da reação era de 90% ou mais. Por favor, alguém me responda!

 

[Osmosis Vanderwaal]

Yes, you can Bayer-Villager A-methylcinnamaldehyde with H2O2, but it won't get you p-2-p it will get you ....depending on the solvent time and temp, a-methyl-cinnamic acid perhaps (the carboxalic acid) or..I don't know, it's like this......P-2-P is commonly msde from cinnamaldehyde via hydrazine in diethyl glycol, which affords propynal benzene, which is oxidized by H2O2 to P-2-P. If you start at a-methylcinnamaldehyde (notidce the difference is the methyl on the alpha carbon) and go straight to peroxidation, you epoxidize it to 2-(phenoxymethyl)oxirane. Now whats interesting to me is that 2-(phenoxymethyl)oxirane is exactly BMK (benzyl-methyl-ketone) without a methyl and a carboxylic acid on the end. Methyl-carboxylic acid is better known as acetic acid. BUT WAIT THERE'S More!

Now look at this picture

this is a picture of epoxide ring opening via several routes. Look at the first on. If R was 2-(phenoxymethyl)oxirane (it can be) and you reacted it with an amine , R'-nh2, you might get something interesting. Especially if R' was methyl (makingg R'-NH2 CH3NH2, methlamine) 1 hydroxy-n-methyl-phenylethylamine. What's that mean? IDK I'm out of time to look, kids got to get on the bus!!!!!