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One-Step DMT Synthesis
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Author Topic: One-Step DMT Synthesis
Wizard X
Moderator posted 05-18-99 10:57 PM
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Cyclisation reaction involving nitro- and nitroso- groups with tervalent phosphorus compounds.
Reaction is :
(2-NO2)C6H4-C(CH2CH2N(CH3)2)=CH2
=============== (C2H5O)3P ==============>>>
DMT 58 %
2-Nitrostyrene : (NO2)C6H4-CH=CH2
Reaction is :
(NO2)C6H4-CH=CH2
=============== (C2H5O)3P ==============>>>
Indole
Reference
? must find it again in my archives.
Rhodium : Can you Email me with a password for the Tryptamine forum, thanks.
Rhodium
Administrator posted 05-19-99 08:32 PM
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There is no access to the local tryptamine forum for anyone, it is just a link to the discussion board at dmt.lycaeum.org
And PLEASE do find the ref.
How is this (2-NO2)C6H4-C(CH2CH2N(CH3)2)=CH2 synthesized? I find it pretty hard to attach that =CH2 on the benzylic carbon...
Wizard X
Moderator posted 05-20-99 10:55 PM
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2HC=C(2-NO2C6H4)-CH2CH2N(CH3)2
2-(2-nitrophenyl)-4-dimethylamine butene
A good starting compound would be :
2-nitrocinnamic aldehyde.
REF's Tervalent phosphorous reagents.
[reducing agents]
Quart. Rev. , Vol 16, pg 208 (1962)
[reduction of -NO and -NO2]
Quart. Rev. , Vol 22, pg 222 (1968)
[Deoxygenation reactions : Cyclisation]
Chem. Soc. Rev. , Vol 3, pg 87 (1974)