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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1025677Generated: November 1, 2026

8-(4-Fluorophenyl)-1,4-dioxaspiro[4.5]decane → 4-(4-Fluorophenyl)cyclohexan-1-one

https://huagongshe.com/reaction/1025677

Reaction equation

Participants

RoleNameHCIDCharge
Reactant8-(4-Fluorophenyl)-1,4-dioxaspiro[4.5]decaneHCID 12834404—
SolventWaterHCID 962—
SolventSulfuric AcidHCID 1118—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
Product4-(4-Fluorophenyl)cyclohexan-1-oneHCID 1283432286%

Reaction Steps

A solution of the intermediate from step B (8.6 g, 36.5 mmol) in toluene (40 mL), THF (20 mL) and 10% H2SO4 in water (25 mL) was stirred at reflux overnight. After cooling to room temperature, the organic layer was separated, washed with brine, dried over MgSO4 and concentrated. Flash chromatography on silica gel eluting with 5% and then 10% EtOAc in hexanes provided the title compound (6.0 g, 86%) as an oil. MS calculated (M+H)+ 193, found 193.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729063B2
Source datasetuspto-grants-2014_05
ORD IDord-d73e74edae524c2fbe05d8be1d6eaac7
Source noteuspto-grants-2014_05