ChemicalBook CAS DataBase List D-Lysergic Acid Methyl Ester

D-Lysergic Acid Methyl Ester synthesis

7synthesis methods

Product Name:D-Lysergic Acid Methyl Ester
CAS Number:4579-64-0
Molecular formula:C17H18N2O2
Molecular Weight:282.34

synthesis of lysergic acid methyl ester: A suspension is prepared from 5.0 g of isolysergic acid amide in 80 ml of anhydrous methanol; the mixture is cooled to about -50°C and, under agitation, 40 ml of a 13N solution of hydrogen chloride in anhydrous methanol is added thereto. The clear solution is allowed to warm up to room temperature and further stirred overnight. The primary amount of the thus-formed ester hydrochloride is thus crystallized. By cooling in an ice bath and adding ethyl acetate, the crystallization is completed, and the precipitate is vacuum-filtered. Yield: 5.2 g (84% of theory) of lysergic acid methyl ester, hydrochloride.

1H-Indole-3-propanamide, 4-bromo-α-ethenyl-β-hydroxy-1-[(4-methylphenyl)sulfonyl]-, (αS,βS)-

1449117-99-0
0 suppliers
inquiry

Ergoline-8-carboxylic acid, 9,10-didehydro-6-methyl-, methyl ester, (8α)-

67215-36-5
2 suppliers
inquiry

4579-64-0
61 suppliers
inquiry

Yield:-

Steps:

Multi-step reaction with 15 steps
1.1: [bis(acetoxy)iodo]benzene / toluene / 1 h / 60 °C / Inert atmosphere
2.1: titanium tetrachloride; triethylsilane / dichloromethane / 1 h / 0 °C / Inert atmosphere
3.1: acetic acid; sodium cyanoborohydride / ethanol / 4 h / 80 °C / Inert atmosphere
4.1: sodium hydrogencarbonate / dichloromethane; water / 8 h / 20 °C
5.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 1 h / 80 °C / Inert atmosphere
6.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; silver carbonate / toluene / 4 h / 100 °C / Inert atmosphere
7.1: methanol; magnesium / benzene / 1 h / 20 °C / Inert atmosphere
8.1: dmap / acetonitrile / 1 h / 20 °C / Inert atmosphere
9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere
10.1: [bis(acetoxy)iodo]benzene / acetic acid / 1 h / 20 °C / Inert atmosphere
11.1: sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene / tert-butyl alcohol; tetrahydrofuran; water / 4 h / 20 °C
12.1: diethyl ether; methanol / 0.25 h / 20 °C / Inert atmosphere
13.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / methanol / 8 h / 20 °C / Inert atmosphere
14.1: trifluoroacetic acid; dimethylsulfide / dichloromethane / 1 h / 20 °C / Inert atmosphere
14.2: 0.5 h / 50 °C / Inert atmosphere
15.1: acetic acid; sodium cyanoborohydride / methanol / 1 h / 20 °C / Inert atmosphere