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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 650141Erstellt: 25. Oktober 2026

Sulfuric Acid → 2,3-Dihydro-N-benzyl-1H-inden-1-amine

https://huagongshe.com/reaction/650141

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSulfuric AcidHCID 1118—
EduktTolueneHCID 1140—
EduktBenzylamineHCID 7504—
Edukt1-Chloro-2,3-dihydro-1H-indeneHCID 94465—
LösungsmittelWaterHCID 962—
Produkt2,3-Dihydro-N-benzyl-1H-inden-1-amineHCID 1013072472,5%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

A mixture of 272 ml of toluene and 199.5 g benzylamine was prepared and heated to 90° C. The chlorindan was added dropwise to the mixture over a 30 minute period. The reaction mixture was heated to 115° C. for ten hours. The reaction mixture was cooled to ambient temperature and 300 ml of water was added. The resulting heterogeneous mixture was then brought to pH2.2 by the addition of 33% H2SO4. The phases were separated and the organic layer discarded. The pH of the aqueous layer was adjusted to pH6.0 prior to extraction with 300 ml of toluene. A further 100 ml of toluene was then added and the aqueous phase discarded. The toluene was removed under vacuo from the combined organic layer leaving 104.3 g racemic N-benzyl-1-aminoindan base as an oil (72.5 % yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06271263B1
Quelldatensatzuspto-grants-2001_08
ORD IDord-d8bec41e557943cbb1412b80a07156c1
Quellennotizuspto-grants-2001_08