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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 626394Erstellt: 25. Oktober 2026

1-Bromo-3-isopropylbenzene → (S)-1-(3-isopropylphenyl)ethanamine

https://huagongshe.com/reaction/626394

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Bromo-3-isopropylbenzeneHCID 138499—
EduktN-Methoxy-N-methylacetamideHCID 537505—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(S)-1-(3-isopropylphenyl)ethanamineHCID 86674570—

Reaktionsschritte

To a solution of 1-bromo-3-isopropylbenzene (10 g, 0.05 mol) in THF was added dropwise with BuLi (47 mL, 0.075 mol) at −60° C. After stirred 30 minutes, N-methoxy-N-methylacetamide (6.22 g, 0.06 mol) was added. The mixture was stirred at −30° C. for 3 hours. Then the mixture was quenched with H2O, the mixture was partitioned between EtOAc and water. The layer was separated and washed with water, brine, dried over Na2SO4, and concentrated. The residue was purified by column chromatography to obtained the titled compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09309227B2
Quelldatensatzuspto-grants-2016_04
ORD IDord-921f5ff9179f466080749db28a49f4e2
Quellennotizuspto-grants-2016_04