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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1858934Generated: November 2, 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/1858934

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-3,4-(methylenedioxy)benzeneHCID 75831—
Reactant1,4-Dioxaspiro[4.5]decan-8-oneHCID 567415—
ReactantMagnesiumHCID 5462224—
SolventTetrahydrofuranHCID 8028—
Product8-(Benzo[d][1,3]dioxol-5-yl)-1,4-dioxaspiro[4.5]decan-8-olHCID 1091284052%

Reaction Steps

A solution of 1,4-cyclohexanedione monoethylene ketal (25 g, 160 mmole) in dry THF (250 ml) was reacted with the Grignard reagent prepared from 5-bromo-1,3-benzodioxole (40 g, 200 mmole) and magnesium (4.8 g, 200 mmole) as described in example 3 to give the product (52%, mp: 95-96° C.). Calc'd for C15H18O5 : C, 64.74%; H, 6.52%. Found: C, 64.41%; H, 6.41%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06153611
Source datasetuspto-grants-2000_11
ORD IDord-75ef34da9b4743908017da52f71a727d
Source noteuspto-grants-2000_11