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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1965113Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/1965113

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
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 in1,4-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
PatentnummerUS08415483B2
Quelldatensatzuspto-grants-2013_04
ORD IDord-7d84b6c66945437b95d75d50151658ec
Quellennotizuspto-grants-2013_04