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All 7 posts Subject: catalytic reduction of nicotinic acid Please login to post Down

stratosphere
(Hive Bee)
01-07-04 00:47
No 480825
      catalytic reduction of nicotinic acid

i was wondering if anyone had any references on the catalytic reduction of nicotinic acid. (as possible starting material for arecoline synth, arecoline required for "cociane light" synth)
from the research ive done so far it seems pyridine can be reduced with Pt at medium pressures at room temp, but havn't found any specific info on nicotinic acid, nor any theoretical information which would allow me to predict how the COOH substituient would effect reaction.

Nicodem
(Hive Bee)
01-08-04 10:17
No 481134
      Arecolinomania

There was a post about a fentanyl (or its analogue?) preparation that had the details about N-methyl-isonicotinic acid reduction (with H2/cat.). Try UTFSE. Must work with nicotinic acid also to get N-methyl-haxahydro-nicotinic acid.
Haven't you thought that the easyest way to get arecoline is to isolate it from the betel nuts?

“The real drug-problem is that we need more and better drugs.” – J. Ott

stratosphere
(Hive Bee)
01-09-04 19:59
No 481449
      looked into betel nuts, would require many...

looked into betel nuts, would require many many kg's of betel nut to get few g's of arecoline, plus there are many arecoline analogs present which may be difficult to seperate.

java
(Hive Bee)
01-12-04 15:56
No 482026
      Re: COOH reactivity in catalytic hydrogenation

I have found COOH very difficult to reduce under catalytic hydrogenation ,save by using some Ruthanium (spelling.) or Rhodium complex hence catalytic hydrogenation will maily affect the N and some of the double bonds ,with the catalyst you've suggested in the Hydrogenation........java

We're all in this world together,
http://www.aztlan.net

stratosphere
(Hive Bee)
01-12-04 18:35
No 482047
      that is good, as i wanted the COOH unreduced,...

that is good, as i wanted the COOH unreduced, does the COOH side chain have any effect on the reducibility of the neighboring double bonds?

java
(Hive Bee)
01-12-04 18:54
No 482052
      Re: COOH reactivity in catalytic hydrogenation

The N will take some of the H from the ring to make NH but to clear your thinking , go to Rhodium and download the Rylander's Book on catalytic hydrogenation and in it you will answer many of your concerns.......java

We're all in this world together,
http://www.aztlan.net

superman
(Hive Bee)
03-25-04 05:09
No 497182
      "would require many many kg's of betel...

"would require many many kg's of betel nut to get few g's of arecoline"

are you sure you did the math correctly? i figured a pound of betel woul;d produce 12 grams of arecoline!

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	All 7 posts		Subject: catalytic reduction of nicotinic acid		Please login to post		Down


		stratosphere (Hive Bee) 01-07-04 00:47 No 480825				catalytic reduction of nicotinic acid
						i was wondering if anyone had any references on the catalytic reduction of nicotinic acid. (as possible starting material for arecoline synth, arecoline required for "cociane light" synth) from the research ive done so far it seems pyridine can be reduced with Pt at medium pressures at room temp, but havn't found any specific info on nicotinic acid, nor any theoretical information which would allow me to predict how the COOH substituient would effect reaction.



		Nicodem (Hive Bee) 01-08-04 10:17 No 481134				Arecolinomania
						There was a post about a fentanyl (or its analogue?) preparation that had the details about N-methyl-isonicotinic acid reduction (with H2/cat.). Try UTFSE. Must work with nicotinic acid also to get N-methyl-haxahydro-nicotinic acid. Haven't you thought that the easyest way to get arecoline is to isolate it from the betel nuts? “The real drug-problem is that we need more and better drugs.” – J. Ott



		stratosphere (Hive Bee) 01-09-04 19:59 No 481449				looked into betel nuts, would require many...
						looked into betel nuts, would require many many kg's of betel nut to get few g's of arecoline, plus there are many arecoline analogs present which may be difficult to seperate.



		java (Hive Bee) 01-12-04 15:56 No 482026				Re: COOH reactivity in catalytic hydrogenation
						I have found COOH very difficult to reduce under catalytic hydrogenation ,save by using some Ruthanium (spelling.) or Rhodium complex hence catalytic hydrogenation will maily affect the N and some of the double bonds ,with the catalyst you've suggested in the Hydrogenation........java We're all in this world together, http://www.aztlan.net



		stratosphere (Hive Bee) 01-12-04 18:35 No 482047				that is good, as i wanted the COOH unreduced,...
						that is good, as i wanted the COOH unreduced, does the COOH side chain have any effect on the reducibility of the neighboring double bonds?



		java (Hive Bee) 01-12-04 18:54 No 482052				Re: COOH reactivity in catalytic hydrogenation
						The N will take some of the H from the ring to make NH but to clear your thinking , go to Rhodium and download the Rylander's Book on catalytic hydrogenation and in it you will answer many of your concerns.......java We're all in this world together, http://www.aztlan.net



		superman (Hive Bee) 03-25-04 05:09 No 497182				"would require many many kg's of betel...
						"would require many many kg's of betel nut to get few g's of arecoline" are you sure you did the math correctly? i figured a pound of betel woul;d produce 12 grams of arecoline!

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