Reacción #360908

Ecuación de reacción

magnesium

5-bromo-1,3-benzodioxole

1,4-cyclohexanedione monoethylene ketal

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product

Rendimiento 85.3%

8-(1,3-Benzodioxol-5-yl)-1,4-dioxaspiro[4.5]decan-8-ol

Rendimiento 85.3%

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroquenched with saturated NH4Cl
2. 2
   Extracciónextracted with ether
3. 3
   SecadoThe extracts were dried with Na2SO4
4. 4
   Otrothe solvent removed in vacuo
5. 5
   OtroThe residue was crystallized from isopropyl ether

Procedimiento

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.).

Fuente