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All 7 posts Subject: How to reduce C=C to C-C Please login to post Down

tropine
(Newbee)
12-15-03 14:40
No 476995
      How to reduce C=C to C-C

Thiking of using Li in ammonia to reduce the double bond in 2,5-dimethoxy-2,5 dihydrofuran, any comments? I want to avoid Raney Nickel as it is pyrrophoric!

Rhodium
(Chief Bee)
12-15-03 18:58
No 477027
User Picture       And Lithium isn't?

And Lithium isn't?

^{The Hive - Clandestine Chemists Without Borders}

roger2003
(Hive Bee)
12-16-03 00:38
No 477104
      Dimethoxytetrahydrofuran

If you read this JACS -Article, I think, you know more

Post 458701 (Rhodium: "2,5-Dimethoxy-tetrahydrofuran from Furan", Methods Discourse)

roger2003

tropine
(Newbee)
12-16-03 14:50
No 477178
      The JACS article is about RAney Nickel again

thanks for the link, but the JACS article just talks about Raney Nickel again. Yes Lithium is pyrrophoric, but I thought that Li in liquid ammonia is much less dangerous than Raney Nickel in H2, do you have any experience with Raney Nickel?

Rhodium
(Chief Bee)
12-16-03 15:05
No 477182
User Picture       the pressure is the most dangerous part

I thought that Li in liquid ammonia is much less dangerous than Raney Nickel in H₂

I would say the other way around, as long as you have equipment which can take the necessary pressure.

^{The Hive - Clandestine Chemists Without Borders}

tropine
(Newbee)
12-16-03 16:58
No 477192
      2000 psi is not an option for any sane bee

those pressures are just too high for my comfort zone. The Li in ammonia is well documented on your site rhod, for the reduction of ephedrine. Mr. Clean's writeup it pretty good, and all precautions are noted. Chemically however do you think that the reduction will work on the dimethoxydihydrofuran C=C double bond? I am quite sure it will...no pressure and flammable gas, looks like a safer approach to me!

roger2003
(Hive Bee)
12-16-03 19:12
No 477212
      dimethoxytetrahydrofuran

If you carry out the reduction (or the workup) in aqueous solutions the dimethoxy converts to dihydroxy.

I read this a lot of years ago and cannot find again now.

Ca you send me the JACS article ?

.

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	All 7 posts		Subject: How to reduce C=C to C-C		Please login to post		Down


		tropine (Newbee) 12-15-03 14:40 No 476995				How to reduce C=C to C-C
						Thiking of using Li in ammonia to reduce the double bond in 2,5-dimethoxy-2,5 dihydrofuran, any comments? I want to avoid Raney Nickel as it is pyrrophoric!



		Rhodium (Chief Bee) 12-15-03 18:58 No 477027				And Lithium isn't?
						And Lithium isn't? ^{The Hive - Clandestine Chemists Without Borders}



		roger2003 (Hive Bee) 12-16-03 00:38 No 477104				Dimethoxytetrahydrofuran
						If you read this JACS -Article, I think, you know more Post 458701 (Rhodium: "2,5-Dimethoxy-tetrahydrofuran from Furan", Methods Discourse) roger2003



		tropine (Newbee) 12-16-03 14:50 No 477178				The JACS article is about RAney Nickel again
						thanks for the link, but the JACS article just talks about Raney Nickel again. Yes Lithium is pyrrophoric, but I thought that Li in liquid ammonia is much less dangerous than Raney Nickel in H2, do you have any experience with Raney Nickel?



		Rhodium (Chief Bee) 12-16-03 15:05 No 477182				the pressure is the most dangerous part
						I thought that Li in liquid ammonia is much less dangerous than Raney Nickel in H₂ I would say the other way around, as long as you have equipment which can take the necessary pressure. ^{The Hive - Clandestine Chemists Without Borders}



		tropine (Newbee) 12-16-03 16:58 No 477192				2000 psi is not an option for any sane bee
						those pressures are just too high for my comfort zone. The Li in ammonia is well documented on your site rhod, for the reduction of ephedrine. Mr. Clean's writeup it pretty good, and all precautions are noted. Chemically however do you think that the reduction will work on the dimethoxydihydrofuran C=C double bond? I am quite sure it will...no pressure and flammable gas, looks like a safer approach to me!



		roger2003 (Hive Bee) 12-16-03 19:12 No 477212				dimethoxytetrahydrofuran
						If you carry out the reduction (or the workup) in aqueous solutions the dimethoxy converts to dihydroxy. I read this a lot of years ago and cannot find again now. Ca you send me the JACS article ? .

All 7 posts	End of thread	Top