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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1470934Erstellt: 26. Oktober 2026

Hydrochloric Acid → 1-(4-Tert-butylphenyl)-2,5-bis(4-nitrophenyl)pyrrolidine

https://huagongshe.com/reaction/1470934

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktEthyl AcetateHCID 8857—
Edukt4-Tert-ButylanilineHCID 69861—
Edukt1,4-Bis(4-nitrophenyl)butane-1,4-diyl dimethanesulfonateHCID 59617179—
LösungsmittelDimethylformamideHCID 6228—
Produkt1-(4-Tert-butylphenyl)-2,5-bis(4-nitrophenyl)pyrrolidineHCID 87378996—

Reaktionsschritte

The product from Example 1C (3.67 g, 7.51 mmol) and 4-tert-butylaniline (11.86 ml, 75 mmol) in DMF (40 ml) was stirred under nitrogen at 50° C. for 4 h. The resulting mixture was diluted into ethyl acetate, treated with 1M HCl, stirred for 10 minutes and filtered to remove solids. The filtrate organic layer was washed twice with brine, dried with sodium sulfate, filtered and evaporated. The residue was purified by chromatography on silica gel eluting with ethyl acetate in hexane (5% to 30%) to give a solid. The solid was triturated in a minimal volume of 1:9 ethyl acetate/hexane to give a light yellow solid as a mixture of trans and cis isomers (1.21 g, 36%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09006387B2
Quelldatensatzuspto-grants-2015_04
ORD IDord-7898ff5637f64860afc0434a78d0f6cb
Quellennotizuspto-grants-2015_04