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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1858935Generated: October 25, 2026

4-Bromo-1,2-difluorobenzene → 8-(3,4-Difluorophenyl)-1,4-dioxaspiro[4.5]decan-8-ol

https://huagongshe.com/reaction/1858935

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Bromo-1,2-difluorobenzeneHCID 67675—
Reactant1,4-Dioxaspiro[4.5]decan-8-oneHCID 567415—
ReactantMagnesiumHCID 5462224—
SolventTetrahydrofuranHCID 8028—
Product8-(3,4-Difluorophenyl)-1,4-dioxaspiro[4.5]decan-8-olHCID 2212210438%

Reaction Steps

A solution of 1,4-cyclohexanedione monoethylene ketal (15.6 g, 100 mmole) in dry THF (250 ml) was reacted with a solution of the Grignard reagent prepared from 1-bromo-3,4-difluorobenzene (19 g, 100 mmole) and magnesium (2.4 g, 100 mmole) in dry THF at -60° C. as described in example 3 to give the product (38%, mp: 118-120° C.). Calc'd for C14H16F2O3 : C, 62.22%; H,5.97%. Found: C, 61.97%; H, 6.35%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06153611
Source datasetuspto-grants-2000_11
ORD IDord-60ee75590285465f8fdef730df139d73
Source noteuspto-grants-2000_11