Interesting. Sure beats HI/P. Maybe something for TS II if someone gets it to work.
CyderJack
unregistered posted 05-11-98 09:27 PM
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Do you mean Sodium Borohydride which I have seen as NaBH3 , is this different from the NaBH4 you are referring to ?
Thanks ,
CyderJack
Osmium
Member posted 05-12-98 04:13 AM
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NaBH3 does not exist.
Osmium
Member posted 05-12-98 04:13 AM
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NaBH3 does not exist.
quirks
Member posted 05-12-98 08:50 AM
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And the best (standard) way to obtain the ester??
(from the journal)
a. solvent: anyhyrous MeOH
b. Rx temp: room temp
c. Molar ratio: Substrate / NaBH4 / NiCl2 = 1 / 14 / 7
This would work, with crappy yeilds, for just ephedrine too no?
quirks
Member posted 05-12-98 08:50 AM
--------------------------------------------------------------------------------
And the best (standard) way to obtain the ester??
(from the journal)
a. solvent: anyhyrous MeOH
b. Rx temp: room temp
c. Molar ratio: Substrate / NaBH4 / NiCl2 = 1 / 14 / 7
This would work, with crappy yeilds, for just ephedrine too no?
Osmium
Member posted 05-13-98 05:20 AM
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Prepare the ester with acetic anhydride, when you can locate some, or use glac. AcOH/H2SO4.
Osmium
Member posted 05-13-98 05:20 AM
--------------------------------------------------------------------------------
Prepare the ester with acetic anhydride, when you can locate some, or use glac. AcOH/H2SO4.
Rhodium
Administrator posted 05-13-98 03:48 PM
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How would you prevent acetylation of the amine? It cannot be too sterically hindered, can it?
Rhodium
Administrator posted 05-13-98 03:48 PM
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How would you prevent acetylation of the amine? It cannot be too sterically hindered, can it?
Lone Ranger
unregistered posted 05-13-98 09:19 PM
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I have read of NaBH4 or KBH4 used to supposedly fully reduce the ester formed with H2SO4 in Ephedrine. I doubt it, and have not 'dreamed' of this. I do have a great interest in any possiblilities in this direction...
However, I am wondering if the acid chloride will reduce with either of the fore mentioned reagants. I have had many pleasant dreams about direct hydrogenolys in alkaline over Pd, and high yield dreams of catalytic dehalogenation. I would happily share dreamy details if anyone could help me fiqure out something to do with a few hundred grams of borohydride....
Lone Ranger
unregistered posted 05-13-98 09:19 PM
--------------------------------------------------------------------------------
I have read of NaBH4 or KBH4 used to supposedly fully reduce the ester formed with H2SO4 in Ephedrine. I doubt it, and have not 'dreamed' of this. I do have a great interest in any possiblilities in this direction...
However, I am wondering if the acid chloride will reduce with either of the fore mentioned reagants. I have had many pleasant dreams about direct hydrogenolys in alkaline over Pd, and high yield dreams of catalytic dehalogenation. I would happily share dreamy details if anyone could help me fiqure out something to do with a few hundred grams of borohydride....
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