Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 9319Erstellt: 23. Oktober 2026

Bromine → 5-Bromo-spiro [cyclopentane-1,3'-[3h]indol]-2'(1'h)-one

https://huagongshe.com/de/reaction/9319

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBromineHCID 24408—
Edukt1',2'-Dihydrospiro[cyclopentane-1,3'-indole]-2'-oneHCID 363343—
EduktSodium BicarbonateHCID 516892—
EduktSodium AcetateHCID 517045—
LösungsmittelAcetic AcidHCID 176—
Produkt5-Bromo-spiro [cyclopentane-1,3'-[3h]indol]-2'(1'h)-oneHCID 21986227105%

Reaktionsschritte

A solution of spiro[cyclopentane-1,3′-[3H]indol]-2′(1′H)-one (0.27 g, 1.4 mmol) and sodium acetate (0.12 g, 1.46 mmol) in acetic acid (10 cm3) was treated with bromine (0.24 g, 1.51 mmol) in acetic acid (2 cm3). After 30 min. the mixture was poured into sat. sodium hydrogen carbonate solution and extracted with EtOAc (×2), the combined organic layers were washed with water, sat. sodium hydrogen carbonate solution, water, dried (MgSO4), and evaporated to give the subtitled compound (0.37 g, 1.47 mmol, 96%) as an off-white solid which was used without further purification: 1H NMR (CDCl3) δ 1.8–2.27 (m, 8H), 6.79 (d, J=8 Hz, 1H), 7.30–7.39 (m, 2H), 8.63 (br s, 1H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07091234B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-f40b35095113458e955889004f700469
Quellennotizuspto-grants-2006_08