HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-[9-(prop-2-en-1-yl)-6-oxaspiro[4.5]decan-9-yl]-1H-pyrazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-(Dimethylamino)-2-propenal | HCID 79125 | — |
| Reactant | [9-(Prop-2-en-1-yl)-6-oxaspiro[4.5]decan-9-yl]hydrazine | HCID 68314598 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 1-[9-(prop-2-en-1-yl)-6-oxaspiro[4.5]decan-9-yl]-1H-pyrazole | HCID 68314165 | 31% |
Reaction Steps
A solution of [9-(prop-2-en-1-yl)-6-oxaspiro[4.5]decan-9-yl]hydrazine (250 mg, 1.0 mmol) in 4 mL of i-PrOH were added Et3N and 3-dimethylaminoacrolein. The solution was refluxed for 3 h and then at 50° C. for 2 d. The solvent removed and the residue was purified on 25 g Biotage snap column, eluted with 0-18% EtOAc in Hex (12CV) to give 1-[9-(prop-2-en-1-yl)-6-oxaspiro[4.5]decan-9-yl]-1H-pyrazole (80 mg, 31% yield). LCMS m/z 247.1 (M+1) observed.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309234B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-c4a41170aae44254b5cc9836fa723c66 |
| Source note | uspto-grants-2016_04 |