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ChemicalBook CAS DataBase List Lysergic acid diethylamide
50-37-3

Lysergic acid diethylamide synthesis

8synthesis methods
-

Yield:50-37-3 3.65 g (75.7%)

Reaction Conditions:

in dichloromethane;N,N-dimethyl-formamide

Steps:

1 Synthesis of D-lysergic acid diethyl amide 1
Example 1 Synthesis of D-lysergic acid diethyl amide 1 A mixture of 4.0 g (0.015 mol) of D-lysergic acid and 200 mL of dry DMF, under argon, was treated with 3.6 g (0.022 mol) of carbonyl diimidazole and stirred at room temperature for 1 hour. The reaction was treated with 15.2 mL (0.15 mol) of diethylamine and stirred at room temperature overnight. The reaction was concentrated at reduced pressure. The residue was taken up in 250 mL of CH2 Cl2 and washed with 250 mL of H2 O. Insoluble material was removed by filtration and the layers were separated. The organic portion was washed with 250 mL of saturated brine solution, dried over anhydrous Na2 SO4 and concentrated at reduced pressure. The residue was chromatographed on 500 g of silica gel using 3% CH3 OH in CH2 Cl2 as eluent to yield 3.65 g (75.7%) of D-LSD [α]D =+50.4° (c=1%; CHCl3) as a light brown amorphous solid. The 8α-epimer (also known as iso-LSD) has [α]D =+226° (c=1%; CHCl3).

References:

Roche Diagnostics Corporation US6063908, 2000, A

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