D-LAME to lysergic acid
- Thread starter anhil
- Start date
you can to disolve d-lame in MeOH and KOH and heat it under inert atmosphere like nitrogen/argon. evaporate the MeOH, then add H2SO4 to drop down the ph in order to crash out and put it in the freezer, filter, redisolve in EtOH and freezer again. after filtration recolect the precipitate and run TLC in order to separate the isomers by disolving in EtOH and eluted with (1:10 heptane, EtOAc)
Here is a procedure
Deleted
if you need “AI” you shouldn’t be working with lysergic stuff, don’t understand why people get involved in this things without the proper knowledge
Bc you cant obtain knowledge without getting involved in it lacking knowledge. This forum is about teaching ppl! Stop gatekeeping
Dissolve 20g LAME into 400mL of 1.1M methanolic KOH solution (this is made by dissolving 12.4g KOH into 400mL dry methanol) in a 2L rotovap flask. Stir 1hr at 50°C. Rotovap the methanol off. Add 1L water and rotovap off methanol from methoxide cleavage and some water until about 600mL is left. Chill to 10°C and salt to 3.6 with concentrated H2SO4. Yield 88-91% to LA.
Synthetic dl-Lysergic Acid (14)
A mix of 9-carbomethoxy-7-methyl-4,5,5a,6,6a,7,8,9-octahydroindolo-[4,3-fg]-quinoline (13) [D-LAME], 3.9 g, and 78 mL of 1.5% potassium hydroxide solution was refluxed for 30 min under nitrogen. Hydrated sodium arsenate, 8.5 g, and Raney nickel (16 g, wet), previously deactivated by boiling in xylene suspension, was added, and the mix was heated under reflux and stirred in a nitrogen atmosphere for 20 hours in 200 mL RBF with reflux condenser. The solution was treated with carbon, and the crude lysergic acid (14) was precipitated by neutralization to pH 5.6. It was filtered and washed with water; yield 1.04 g, MP: 240-242 °C dec. A second crop, 0.16 g, MP: 233-235 °C dec. was also obtained; total yield 30%. The acid could be purified by dissolving it in dilute ammonium hydroxide, treating with decolorizing carbon, and reprecipitating with carbon dioxide., MP: 242-243 °C dec; a mix with dl-lysergic acid made from natural d-lysergic acid was likewise 242-243 °C dec. The anhydrous acid was obtained by drying in vacuo for several hours at 150 °C.
A mix of 9-carbomethoxy-7-methyl-4,5,5a,6,6a,7,8,9-octahydroindolo-[4,3-fg]-quinoline (13) [D-LAME], 3.9 g, and 78 mL of 1.5% potassium hydroxide solution was refluxed for 30 min under nitrogen. Hydrated sodium arsenate, 8.5 g, and Raney nickel (16 g, wet), previously deactivated by boiling in xylene suspension, was added, and the mix was heated under reflux and stirred in a nitrogen atmosphere for 20 hours in 200 mL RBF with reflux condenser. The solution was treated with carbon, and the crude lysergic acid (14) was precipitated by neutralization to pH 5.6. It was filtered and washed with water; yield 1.04 g, MP: 240-242 °C dec. A second crop, 0.16 g, MP: 233-235 °C dec. was also obtained; total yield 30%. The acid could be purified by dissolving it in dilute ammonium hydroxide, treating with decolorizing carbon, and reprecipitating with carbon dioxide., MP: 242-243 °C dec; a mix with dl-lysergic acid made from natural d-lysergic acid was likewise 242-243 °C dec. The anhydrous acid was obtained by drying in vacuo for several hours at 150 °C.
Sure. 100g LAME that has been dried in a vac oven at 60C < 1 mbar 24 hrs is dissolved in 2L dry EtOAc and is equally separated into 3 separate 1L beakers and each filtered over a whatman 1 24cm filter paper. The EtOAc is combined and reduced to column loading consistency. 6" column is prepped with filter paper, 10cm pack of baked dry neutral alumina gravity grade, and filterpaper. The column is prepped with dry EtOAc and the LAME in EtOAc is loaded and chromatographed with dry EtOAc. The blue fraction is collected and treated with 2 g neutral decolorizing carbon for 30 mins, filtered, and 2 g carbon process repeated. EtOAc is removed in rotary evaporator and the LAME is dried in vac oven for 24 hrs, ground to a fine powder and dried 24 hr more. Yield is 92-96%. This pure white LAME is then weighed. For every mol of LAME you will use 1.1 mol KOH. It takes 20-30 mL per gram of LAME to completely dissolve with the KOH in MeOH. You want to stir solution at 50C for 1 hr and then rotary evaporate the MeOH off. This process will create some potassium methoxide which is dealt with by dissolving the dry pink residue in warm deionized water and rotary evaporating of any MeOH produced. The evaporation will foam and is quite volatile with vacuum changes, but settles down once the MeOH is out of solution. Cool it down and salt it out. Yield of the lysergic acid sulphate is 88-91% from purified LAME. 81-87% total yield from starting LAME. If you reduce the ML from salting by 80% in the rotary evaporator and place back into the cold you can get the higher yield. That second crop will have a higher iso-lysergic acid sulfate percentage.