Citric Acid → [3S,4aR,6S,8aR]-Ethyl-6-((4-Ethoxycarbonyl-1H-Imidazol-1-yl)Methyl)-1,2,3,4,4a,5,6,7,8,8a-Decahydroisoquinoline-3-Carboxylate Citrate

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Reaction Steps

[3S,4aR,6S,8aR]-Ethyl-6-((4-ethoxycarbonyl-1H-imidazol-1-yl)methyl)-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline-3-carboxylate (511 mg, 1.04 mmol) was dissolved in 2-propanol (3.0 mL) and treated with a solution of citric acid (270 mg, 1.04 mmol, dissolved in 2.0 mL 2-propanol). The resulting slurry was heated to effect solution and seeded with authentic salt. The mixture was cooled slowly to room temperature with stirring and then cooled further in an ice-water bath. [3S,4aR,6S,8aR]-Ethyl-6-((4-ethoxycarbonyl-1H-imidazol-1-yl)methyl)-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline-3-carboxylate citrate was collected by filtration as a colorless crystalline solid (717 mg, 92%).

Provenance & Evidence