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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 588001Erstellt: 26. Oktober 2026

Hydrochloric Acid → (S)-3-[(S)-1-(2,3-Dichlorophenoxy)-3-methylbutyl]pyrrolidine

https://huagongshe.com/reaction/588001

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktEthanolHCID 702—
EduktDimethylformamideHCID 6228—
EduktSodium hydrideHCID 24758—
EduktBenzene, 1,2-dichloro-3-fluoro-HCID 119011—
Edukt(S)-tert-Butyl 3-((S)-1-hydroxy-3-methylbutyl)pyrrolidine-1-carboxylateHCID 57347268—
Produkt(S)-3-[(S)-1-(2,3-Dichlorophenoxy)-3-methylbutyl]pyrrolidineHCID 58104615—

Reaktionsschritte

(S)-3-((S)-1-Hydroxy-3-methylbutyl)pyrrolidine-1-carboxylic acid t-butyl ester (50 mg, 0.2 mmol) was dissolved in DMF (940 μL, 12 mmol). Sodium hydride (5.6 mg, 233 μmol) was then slowly added, and the mixture was stirred at room temperature for 15 minutes. 1,2-Dichloro-3-fluoro-benzene (64.1 mg, 388 μmol) was added. The mixture was stirred at 70° C. for 3 hours, then concentrated under vacuum. 1.2M HCl in EtOH (1.1 mL, 1.3 mmol) was added, and the mixture was stirred overnight. The product was concentrated and purified by preparative HPLC to yield the title compound as a mono-TFA salt (37.4 mg, 100% purity). MS m/z: [M+H] calcd for C15H21Cl2NO, 302.10. found 302.2.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09227933B2
Quelldatensatzuspto-grants-2016_01
ORD IDord-ea772d7fbd544f2d9875e6ede11e87a1
Quellennotizuspto-grants-2016_01