Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1189996Generated: November 1, 2026

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

https://huagongshe.com/reaction/1189996

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 numberUS08674118B2
Source datasetuspto-grants-2014_03
ORD IDord-c59e974ca41e4f7b87561310ec50493d
Source noteuspto-grants-2014_03