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HRID 273726Erstellt: 26. Oktober 2026

1-Bromo-3,4-(methylenedioxy)benzene → 8-(Benzo[d][1,3]dioxol-5-yl)-1,4-dioxaspiro[4.5]decan-8-ol

https://huagongshe.com/reaction/273726

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Bromo-3,4-(methylenedioxy)benzeneHCID 75831—
Edukt1,4-Dioxaspiro[4.5]decan-8-oneHCID 567415—
EduktMagnesiumHCID 5462224—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt8-(Benzo[d][1,3]dioxol-5-yl)-1,4-dioxaspiro[4.5]decan-8-olHCID 1091284085,3%

Reaktionsbedingungen

Temperatur25 °C

Reaktionsschritte

A solution of 1,4-cyclohexanedione monoethylene ketal (31.2 g, 0.2 mole) in 100 ml dry THF was added to a -60° C. solution of the Grignard reagent prepared from magnesium metal (7.2 g, 0.3 mole) and 5-bromo-1,3-benzodioxole (60.3 g, 0.3 mole). The mixture was allowed to warm to 25° C. and quenched with saturated NH4Cl and extracted with ether. The extracts were dried with Na2SO4 and the solvent removed in vacuo. The residue was crystallized from isopropyl ether to give the product (47.5 g, 85%, m.p: 103°-104° C.).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05387593
Quelldatensatzuspto-grants-1995_02
ORD IDord-15c7f3e9bcc24627854a538a6ce836c5
Quellennotizuspto-grants-1995_02