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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2099617Generated: November 3, 2026

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

https://huagongshe.com/reaction/2099617

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactant1,4-Dioxaspiro(4.5)decan-8-olHCID 567352—
SolventTetrahydrofuranHCID 8028—
Product8-Phenoxy-1,4-dioxaspiro[4.5]decaneHCID 1898042352.1%

Reaction Steps

To a solution of 1,4-dioxa-spiro[4.5]decan-8-ol (1.85 mg, 11.70 mmol), phenol (1.0 g, 10.64 mmol), PPh3 (3.07 g, 11.70 mmol) in 15 mL of THF at 0° C. was added diisopropyl azodicarboxylate (6 mL, 11.70 mmol, 40% in toluene). The reaction mixture was stirred at room temperature for 48 h. Excess THF was removed in rotary evaporator and the residue was purified by silica gel column chromatography using ethyl acetate and hexane (1:19) to obtain 8-phenoxy-1,4-dioxa-spiro[4.5]decane (1.3 g, 52%) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07569600B2
Source datasetuspto-grants-2009_08
ORD IDord-ecd599dd9c17464197e7e8a2c08258c7
Source noteuspto-grants-2009_08