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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 906917Erstellt: 26. Oktober 2026

Trifluoroacetic acid → (3RS,4SR)-1-Benzyl-4-(3,4-dichloro-phenyl)-pyrrolidine-3-carboxylic acid

https://huagongshe.com/reaction/906917

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrifluoroacetic acidHCID 6422—
EduktBenzyl(methoxymethyl)((trimethylsilyl)methyl)amineHCID 353442—
Edukt3,4-Dichlorocinnamic acidHCID 688027—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelHeptaneHCID 8900—
Produkt(3RS,4SR)-1-Benzyl-4-(3,4-dichloro-phenyl)-pyrrolidine-3-carboxylic acidHCID 16244042—

Reaktionsschritte

To a solution of N-(methoxymethyl)-N-(phenylmethyl)-N-(trimethylsilyl)methylamine (16.87 g, 0.071 mol) and (E)-3-(3,4-Dichloro-phenyl)-acrylic acid (7.71g, 0.036 mol) in THF (50 mL) was added trifluoroacetic acid (0.19 mL, 0.002 mol) at 0° C. The mixture was gradually warmed to room temperature and stirred overnight. It was then diluted with n-heptane (250 mL). The resulted white precipitation was collected and washed with heptane affording 11.6 g (94%) of the title compound as a white solid. ES-MS m/e: 350.2 (M+H+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08012998B2
Quelldatensatzuspto-grants-2011_09
ORD IDord-c403eef601ad4e949d731aacf82718e5
Quellennotizuspto-grants-2011_09