ChemicalBook CAS DataBase List L(-)-Epinephrine

L(-)-Epinephrine synthesis

5synthesis methods

Product Name:L(-)-Epinephrine
CAS Number:51-43-4
Molecular formula:C9H13NO3
Molecular Weight:183.2

Epinephrine, L-1-(3,4-dihydroxyphenyl)-2-methylaminoethanol (11.1.2), is obtained from the adrenal glands tissue of livestock [1,2] as well as in a synthetic manner. Epinephrine is synthesized from ω-chloro-3,4-dihydroxyacetophenone—chloroacetylpyrocatechine—the reaction of which with excess of methylamine gives ω-methylamino-3,4- dihydroxyacetophenone (11.1.1). Reduction of this using hydrogen over Raney nickel, or action of aluminum amalgam, or electrolytic reduction gives D,L-epinephrine (11.1.2) [3–9], which is separated into isomers using (+) tartaric acid .

62-13-5
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$10.00/1g

51-43-4
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$16.60/1G

Yield:-

Steps:

Multi-step reaction with 3 steps
1: 73 percent / NaHCO₃ / benzene; H₂O / 30 h
2: NaBH₄ / methanol / 24 h
3: 53.7 percent / H₂, conc HCl / Pd/C / ethanol / 6 h / Ambient temperature

References:

Muller;Keil;Gerhard [Tetrahedron,1986,vol. 42,# 5,p. 1529 - 1532]

87-69-4 Synthesis