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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1770958Erstellt: 27. Oktober 2026

Hydrochloric Acid → 5-Bromo-4'-methoxy-3H-spiro[benzofuran-2,1'-cyclohexan]-3-imine

https://huagongshe.com/reaction/1770958

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktDiethyl EtherHCID 3283—
EduktN-(5-Bromo-4'-methoxy-3H-spiro[benzofuran-2,1'-cyclohexane]-3-ylidene)-2-methylpropane-2-sulfinamideHCID 67979520—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt5-Bromo-4'-methoxy-3H-spiro[benzofuran-2,1'-cyclohexan]-3-imineHCID 6797954491,4%

Reaktionsschritte

To a solution of N-(5-bromo-4′-methoxy-3H-spiro[benzofuran-2,1′-cyclohexane]-3-ylidene)-2-methylpropane-2-sulfinamide (Example 29 Step 1, 2 g, 4.83 mmol) in anhydrous 1,4-dioxane (40 mL) was added 4M HCl in 1,4-dioxane (12.07 mL, 48.27 mmol) and the resulting mixture was stirred under a nitrogen atmosphere at rt overnight. Et2O (30 mL) was added and the precipitate was filtered off and washed with Et2O, then partitioned between DCM (40 mL) and sat. aq. NaHCO3 (40 mL). The phases were separated and the organic layer concentrated, yielding 1.37 g of the crude title compound which was used immediately in the next step: MS (EI) m/z 309 M+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09248129B2
Quelldatensatzuspto-grants-2016_02
ORD IDord-3febc73c012241a58e39d24b34a7cb37
Quellennotizuspto-grants-2016_02