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HRID 426760Erstellt: 25. Oktober 2026

1,5-Naphthalenedisulfonic acid → (3aRS,4SR,9aSR)-3a,4,9,9a-tetrahydro-4-phenyl-benz[f]isoindoline-2-propionic acid

https://huagongshe.com/reaction/426760

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,5-Naphthalenedisulfonic acidHCID 6666—
EduktSodium HydroxideHCID 14798—
Edukt(3aRS,4SR,9aSR)-3a,4,9,9a-tetrahydro-4-phenyl-benz[f]isoindoline-2-propionic acid methyl esterHCID 70609075—
LösungsmittelHydrochloric AcidHCID 313—
Produkt(3aRS,4SR,9aSR)-3a,4,9,9a-tetrahydro-4-phenyl-benz[f]isoindoline-2-propionic acidHCID 70610061—

Reaktionsschritte

10 g of (3aRS,4SR,9aSR)-3a,4,9,9a-tetrahydro-4-phenyl-benz[f]isoindoline-2-propionic acid methyl ester are heated to the boil at reflux in 50 cc of 2 N hydrochloric acid for 5 hours. The solution is then concentrated by evaporation, the residue is dissolved in water, the pH of the solution is adjusted to 1 with caustic soda solution, and 1 equivalent of 1,5-naphthalene disulphonic acid is added, whereby the bis-1,5-naphthalene-disulphonate salt form of the title compound is obtained in sticky form. The supernatant water is poured off and the resin is triturated with acetone, whereby it crystallizes. M.P. 193°-195°.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04171369
Quelldatensatzuspto-grants-1979_10
ORD IDord-5565e8652efa4e418f23c6459e25ff4c
Quellennotizuspto-grants-1979_10