Hydrochloric Acid → Eseroline

HRID 1111173Notes

Reaction equation

HRID 1111173 reaction equation
[CH3:1][C@:2]12[C:9]3[CH:10]=[C:11]([O:14]C(NC)=O)[CH:12]=[CH:13][C:8]=3[N:7]([CH3:19])[C@H:6]1[N:5]([CH3:20])[CH2:4][CH2:3]2.[OH-].[Na+].[OH-].[K+].Cl>C(O)C>[CH3:1][C@:2]12[C:9]3[CH:10]=[C:11]([OH:14])[CH:12]=[CH:13][C:8]=3[N:7]([CH3:19])[C@H:6]1[N:5]([CH3:20])[CH2:4][CH2:3]2

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 5983PhysostigmineHCID 14797Potassium HydroxideHCID 14798Sodium Hydroxide

Product 1

HCID 119198Eseroline

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

hydrolyzing physostigmine in absolute ethanol under a nitrogen atmosphere at ambient temperature by treatment with aqueous 5-30% w/w NaOH or KOH solutions, followed by treatment with 1N HCl to obtain eseroline (II) ##STR10## which is purified by crystallization from a 1:1 benzene/petroleum ether mixture;

Workup

  1. customat ambient temperature

Sources & evidence

ORD record
ord-5feb99b4516941d486f59a90da23203e
Source dataset
uspto-grants-1990_12
Patent number
US04978673

Reaction notes

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