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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 40632Erstellt: 24. Oktober 2026

Sodium Carbonate → HCID 59032962, Verbindung

https://huagongshe.com/de/reaction/40632

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
EduktBenzenesulfonic acid, 3-nitro-, (2R)-2-oxiranylmethyl esterHCID 146513—
Edukt4-Hydroxy-2-methylindoleHCID 590225—
EduktSodium bis(trimethylsilyl)amideHCID 2724254—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelEthyl AcetateHCID 8857—
ProduktHCID 59032962HCID 59032962—

Reaktionsschritte

2-Methyl-1H-indol-4-ol (0.58 g, 3.9 mmol) and THF (20 mL) were placed in a round bottom flask and stirred at room temperature. Sodium bis(trimethylsilyl) amide (3.9 mL, [1M] in THF) was then slowly added to the reaction mixture. After fifteen minutes of stirring at room temperature (R)-glycidyl-3-nitrobenzenesulfonate was added and the reaction mixture was allowed to stir overnight. Work up of the reaction mixture was carried out with saturated sodium carbonate solution and ethyl acetate. The organic layer was dried with sodium sulfate, filtered and the solvent was removed under reduced pressure to yield a crude oil. The crude oil was purified by flash chromatography (20% Ethyl acetate/heptane) to yield the title compound as a crystalline solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08530475B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-ebd93b289be04dc6a4baa50243d59af2
Quellennotizuspto-grants-2013_09