HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 86662726, compound → HCID 66778125, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 86662726 | HCID 86662726 | — |
| Reactant | HCID 178418816 | HCID 178418816 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66778125 | HCID 66778125 | 67% |
Reaction Steps
To a solution (20 mL) of 1-(3-ethoxyphenyl)-3-ethyl-1H-pyrazole-4-carbaldehyde (1.7 g) synthesized in Example 83(2) in tetrahydrofuran was added dropwise under ice-cooling, isobutylmagnesium bromide (12.0 mL, 1M tetrahydrofuran solution). After the completion of the dropwise addition, the ice bath was removed, and the mixture was stirred at room temperature for 15 min. To the reaction mixture was added aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The extract was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:2, volume ratio) to give the title object compound (1.4 g, 67%) as a pale-yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08436043B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-512686782d4549f49d959a504df28f1c |
| Source note | uspto-grants-2013_05 |