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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 51680Erstellt: 25. Oktober 2026

Ethyl Acetate → 6-Bromo-3 4-dihydro-4,4-dimethyl-8-vinylspiro[2H-1-benzopyran-2,1'-cyclopropane]

https://huagongshe.com/reaction/51680

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
EduktMethylenetriphenylphosphoraneHCID 137960—
Edukt6-bromo-8-carbonyl-3,4-dihydro-4,4-dimethylspiro [2H-1-benzopyran-2,1'-cyclopropane]HCID 18177968—
LösungsmittelHexaneHCID 8058—
Produkt6-Bromo-3 4-dihydro-4,4-dimethyl-8-vinylspiro[2H-1-benzopyran-2,1'-cyclopropane]HCID 22568855—

Reaktionsschritte

Following general procedure N and using A solution of methylidene triphenyl phosphorane [generated from methyl triphenylphosphonium bromide (7 g, 20 mmol) and 1.6M solution of n-butyl lithium in hexanes (11.8 mL, 19 mmol)], 6-bromo-8-carbonyl-3,4-dihydro-4,4-dimethylspiro[2H-1-benzopyran-2,1′-cyclopropane](Intermediate 40, 2.06 g, 7 mmol) followed by flash column chromatography over silica gel (230-400 mesh) using 1-2% ethyl acetate in hexane as the eluent, the title compound was obtained as a clear oil (1.36 g, 66%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06713647B2
Quelldatensatzuspto-grants-2004_03
ORD IDord-4e01ad73a7294a189ec8ec57d7de6d4f
Quellennotizuspto-grants-2004_03