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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626488Generated: October 27, 2026

Triphenylphosphine → 2-[9-(1H-pyrazol-1-yl)-6-oxaspiro[4.5]decan-9-yl]acetaldehyde

https://huagongshe.com/reaction/626488

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantOzoneHCID 24823—
Reactant1-[9-(prop-2-en-1-yl)-6-oxaspiro[4.5]decan-9-yl]-1H-pyrazoleHCID 68314165—
SolventDichloromethaneHCID 6344—
Product2-[9-(1H-pyrazol-1-yl)-6-oxaspiro[4.5]decan-9-yl]acetaldehydeHCID 8667142823%

Reaction Steps

To a solution of 1-[9-(prop-2-en-1-yl)-6-oxaspiro[4.5]decan-9-yl]-1H-pyrazole (80 mg, 0.32 mmol) in DCM (5 mL) at −78° C. was bubbled with O3 until the solution turned blue. The resulting solution was bubbled with N2 for 5 min. To it was added PPh3 (168 mg, 0.64 mmol). And the solution was stirred for 4 h at rt. After removal of the solvent, the residue was purified by flash column chromatography to give 2-[9-(1H-pyrazol-1-yl)-6-oxaspiro[4.5]decan-9-yl]acetaldehyde (15 mg, 23% yield). LCMS m/z 249 (M+1) observed.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309234B2
Source datasetuspto-grants-2016_04
ORD IDord-9f88dd2b9453439ba6dc684343a24b28
Source noteuspto-grants-2016_04