HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisobutylaluminum hydride → 2-Fluoro-5-(1-oxopropan-2-yl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisobutylaluminum hydride | HCID 14487 | — |
| Reactant | Methyl 2-(3-cyano-4-fluorophenyl)propanoate | HCID 67517528 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Fluoro-5-(1-oxopropan-2-yl)benzonitrile | HCID 87429265 | — |
Reaction Steps
A solution of compound methyl 2-(3-cyano-4-fluorophenyl)propanoate (50 mg, 0.24 mmol) in 5 mL of anhydrous THF was cooled to 0° C. and then added DIBAL-H (0.3 mmol) was added. The mixture was warmed to ambient temperature and stirred at ambient temperature for 1.5 hours. The reaction was quenched with water, extracte with EtOAc. The organic layer was washed with saturated chloride, dried over anhydrous sodium sulfate and concentrated. The 2-fluoro-5-(1-oxopropan-2-yl)benzonitrile was used for next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09056859B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-88859a80a4bb42f8941660852d579e1d |
| Source note | uspto-grants-2015_06 |