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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1694444Generated: October 30, 2026

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

https://huagongshe.com/reaction/1694444

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 numberUS08158675B2
Source datasetuspto-grants-2012_04
ORD IDord-ee23ce204a244f2aaa0dbed5d0ab3179
Source noteuspto-grants-2012_04