HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 2-[9-(1H-pyrazol-1-yl)-6-oxaspiro[4.5]decan-9-yl]acetaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Ozone | HCID 24823 | — |
| Reactant | 1-[9-(prop-2-en-1-yl)-6-oxaspiro[4.5]decan-9-yl]-1H-pyrazole | HCID 68314165 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-[9-(1H-pyrazol-1-yl)-6-oxaspiro[4.5]decan-9-yl]acetaldehyde | HCID 86671428 | 23% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309234B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-9f88dd2b9453439ba6dc684343a24b28 |
| Source note | uspto-grants-2016_04 |