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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 75044Erstellt: 24. Oktober 2026

Bromine → 6-Bromohexahydro-2h-3,5-methanocyclopenta[b]furan-2-one

https://huagongshe.com/de/reaction/75044

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBromineHCID 24408—
Edukt5-Norbornene-2-carboxylic acidHCID 78949—
EduktSodium BicarbonateHCID 516892—
LösungsmittelWaterHCID 962—
Produkt6-Bromohexahydro-2h-3,5-methanocyclopenta[b]furan-2-oneHCID 26364067,7%

Reaktionsschritte

To a solution of bicyclo[2.2.1]hept-5-ene-3-carboxylic acid (25.0 mL, 204.3 mmol) in NaHCO3 (51.5 g, 612.9 mmol) in water was added bromine (32.7 g, 204.3 mmol) dropwise at 0° C. The solution was stirred for 1 hour and extracted with ether, and the organic phase was washed successively with 1 N Na2S2SO3 solution and brine, and the organic phase was then dried (Na2SO4), filtered and concentrated in vacuo to afford 30 g of crude product that was used without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08829007B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-9793b01deecc420c961ee622a595885d
Quellennotizuspto-grants-2014_09