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meme
(Hive Bee) 03-12-02 16:52 No 281304 |
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Tryptophol? | Bookmark | |||||
OK, one more: Indole + H2CO __> 3-indolemethanol 82%, when refluxed for 6 h in CH3O Na. If substituting ethanol yeilded tryptophol, even in a lessened yeild, I'd be a happy bee ![]() OK, here's the ref, as complete as it was in the book, and the book itself: Ref. 15 Vol. 1 p 171 Buehler and Pearson. Survey of Organic Synthesis . Wiley-Interscience. New York, 1970. I have some more coming :) No barbed wire can cage a bee. |
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Rhodium (Chief Bee) 03-12-02 19:13 No 281344 |
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Re: Tryptophol? | Bookmark | |||||
No, ethanol does not add to indole, even if you are begging the molecule on your knees... However, you can make the grignard reagent Indole-3-magnesium bromide (as detailed in another post in this forum) and react that with ethylene oxide (oxirane, ethene epoxide) - the result after aqueous hydrolysis is Tryptophol. |
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meme (Hive Bee) 03-12-02 20:36 No 281374 |
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Re: Tryptophol? | Bookmark | |||||
Thanks, Rhodium, you're the greatest. I had a wonderful week last week just reading, amazing really. Thanks for inspiring me to post refs, you can't imagine what that's doing to me. ![]() No barbed wire can cage a bee. |
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PolytheneSam (Master Searcher) 03-13-02 00:33 No 281516 |
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Re: Tryptophol? | Bookmark | |||||
Look at example 1 here. Patent US3197479 http://www.geocities.com/dritte123/PSPF. |
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meme (Hive Bee) 03-29-02 18:18 No 289527 |
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Substitiued tryptophol? | Bookmark | |||||
Can I take it that substitutions (on the 4 and 5) don't adversely affect this? No barbed wire can cage a bee. |
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Rhodium (Chief Bee) 03-29-02 19:09 No 289540 |
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interference | Bookmark | |||||
Exactly - no interference. |
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meme (Hive Bee) 04-01-02 19:18 No 290961 |
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Asymmetric secondary amines | Bookmark | |||||
OK, would the tryptophol method work as well for asymmetric secondary amines, such as n-methyl, n-isopropylamine, et al.? What about primary amines? No barbed wire can cage a bee. |
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Z_Hound (Stranger) 04-02-02 00:18 No 291107 |
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indole with etheleneoxide | Bookmark | |||||
I do beleive that tryptophol can be obtained from indole and etheleneoxide*BF3, in a typical electrophilic substitution way. ----- Z_Hound Any Possession is a Demonic Possession! |
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Rhodium (Chief Bee) 04-02-02 00:33 No 291113 |
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really? | Bookmark | |||||
Could you back that up with a reference? I thought it only was accessible from indole-3-grignard and ethyleneoxide. |
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foxy2 (Distinctive Doe) 04-02-02 07:23 No 291289 |
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this way too | Bookmark | |||||
I think you could oxidise indole ethylbromide to Tryptophol ![]() Might bee a bit counter productive though ![]() Those who give up essential liberties for temporary safety deserve neither liberty nor safety |
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Z_Hound (Stranger) 04-03-02 03:58 No 291657 |
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ethylene oxide ref. | Bookmark | |||||
Examples of electrophilic substituion using oxirane with some benzenes are: J. Soc. chem. Ind. Japan Spl.; 44; 1941; 284. Journal; Smith; Natelson; JACSAT; J.Amer.Chem.Soc.; 53; 1931; 3476, 3479. Journal; Colonge; Rochas; BSCFAS; Bull.Soc.Chim.Fr.; 1948; 825. with indole i did not find anything like that; using bbeilstein commander, yet, but it seems quite likely . Any Possession is a Demonic Possession! |
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meme (Hive Bee) 04-04-02 20:45 No 292406 |
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Thanks | Bookmark | |||||
Thank you Rhodium. Thank you Foxy. Thank you Lilienthal. i found what I was looking for. No barbed wire can cage a bee. |
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