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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1189997Generated: October 31, 2026

8-Phenoxy-1,4-dioxaspiro[4.5]decane → 4-Phenoxycyclohexanone

https://huagongshe.com/reaction/1189997

Reaction equation

Participants

RoleNameHCIDCharge
Reactant8-Phenoxy-1,4-dioxaspiro[4.5]decaneHCID 18980423—
SolventHydrochloric AcidHCID 313—
SolventTetrahydrofuranHCID 8028—
Product4-PhenoxycyclohexanoneHCID 2246713256%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of compound 8-phenoxy-1,4-dioxa-spiro[4.5]decane (2.0 g, 8.55 mmol) in THF (12 mL), 3N HCl (aqueous, 12 mL) was added and the reaction mixture was stirred at 50° C. for 3 h. Excess THF was removed in rotary evaporator and the crude reaction mixture was partitioned between water and ethyl acetate. The organic layer was separated, dried (Na2SO4) and concentrated. The residue was purified by silica gel column chromatography using ethyl acetate and hexane (1:4) to obtain 4-phenoxy-cyclohexanone (900 mg, 56%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08674118B2
Source datasetuspto-grants-2014_03
ORD IDord-b74230942de140b6a598f4b1faa5bb9a
Source noteuspto-grants-2014_03