yellium
(Stranger) 07-18-00 15:37 No 30201 |
Using Red-Al instead of LAH.. | Bookmark | ||||||
As subject says: can you also use red-al to reduce interesting glyoxylamides instead of LAH? The doctor uses it for MBT and 2-Me-DMT, but I'm a bit unsure on the reaction times/temperature for DMT and DET. Anyone got references/info? (another stupid question: I can't figure out if you need to combine the water wash and the acidic extraction after you've quenched the reaction.) |
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terbium (Hive Bee) 10-07-00 18:27 No 58213 |
Re: Using Red-Al instead of LAH.. | Bookmark | ||||||
Is Red-Al any easier to obtain the LiAlH4? |
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yellium (Hive Bee) 10-08-00 08:19 No 58354 |
Re: Using Red-Al instead of LAH.. | Bookmark | ||||||
Nope. And to answer my own question:Red-Al can be used for DMT & friends. After addition at 0'C, a few hours at +40'C do the job. After quenching & filtering the toluene solution, wash with water to remove the 2-methoxyethanol (yuk!), throw away the water washes, then extract with 0.5M HCl, & do a standard A/B on the HCl extracts. |
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halfapint (Hive Bee) 10-09-00 18:10 No 58746 |
Re: Using Red-Al instead of LAH.. | Bookmark | ||||||
Yellium, Having answered your own question to your own satisfaction, could you expand on it a bit more in case anyone else might bee interested? I mean, are these glyoxylamides the result of reacting oxalyl chloride with indole and a dialkylamine? I'd suppose so, but you're being stingy with words, for those of us who don't fall asleep with TIhKaL on the pillow. Pray tell, what is Red-Al? Is it the same as the aluminum amalgam as used in the phenylacetone reductive aminations next door? Or is an activated type of aluminum dust? Give me a few more words, make me happy. I've been looking (you wouldn't believe how long) for a reliable, verified alternative to LAH in that particular reduction, and to be tittilated by a cryptic teaser like this is frustrating. So please say it again, but just tell me what you're talking about this time. turning science fact into << science fiction >> |
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terbium (Hive Bee) 10-09-00 18:49 No 58761 |
Re: Using Red-Al instead of LAH.. | Bookmark | ||||||
Red-Al (AKA Vitride) is a toluene solution of sodium bis(2-methoxyethoxy)aluminum hydride. It is available from a major U.S. based supplier of organic reagents. Its only advantage over LiAlH4 is that it is a liquid which makes it easy to work with in large quantities than LAH. |
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yellium (Hive Bee) 10-10-00 03:26 No 58887 |
Re: Using Red-Al instead of LAH.. | Bookmark | ||||||
Another advantage is that it reacts quicker than LiAlH4. LAH reductions usually take a day at reflux; Red-Al reductions can be done in a few hours. But it is indeed a more esoteric chemical. halfapint: yup, these amides were obtained using the oxalylchloride/indole/dialkylamine route. Red-Al isn't OTC. OTOH, if you're in a position where you could order oxalylchloride, I think the Red-Al wouldn't be much of a problem. |
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Rhodium (Chief Bee) 10-10-00 03:49 No 58889 |
Re: Using Red-Al instead of LAH.. | Bookmark | ||||||
A disadvantage is that it is more expensive than LAH per available hydride ion. http://rhodium.lycaeum.org |
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yellium (Hive Bee) 10-10-00 04:17 No 58894 |
Re: Using Red-Al instead of LAH.. | Bookmark | ||||||
Yup, about 5 times. |
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