HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 469761Generated: October 31, 2026
Acetonitrile → Pentanenitrile, 4,4-dimethyl-3-oxo-
https://huagongshe.com/reaction/469761
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Ethyl pivalate | HCID 19838 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Cyclohexane | HCID 8078 | — |
| Product | Pentanenitrile, 4,4-dimethyl-3-oxo- | HCID 108871 | — |
Reaction Steps
To a refluxed solution of sodium hydride (33.18 g, 553.03 mmol) in 275 mL of cyclohexane is added a mixture of 2,2-dimethyl-propionic acid ethyl ester (30 g, 230.43 mmol) in 79 mL acetonitrile (553.03 mmol) in 25 mL of cyclohexane. The mixture is maintained at 80° C. overnight. The mixture is cooled to room temperature, diluted with water and extracted with ethyl acetate. The combined organics are washed with water, dried over sodium sulfate, filtered and concentrated to afford title compound which was used crude in subsequent reaction. ESI m/z 124=MH−
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08629157B2 |
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| Source dataset | uspto-grants-2014_01 |
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| ORD ID | ord-e8b26003bc5646c5b4af385d203010fc |
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| Source note | uspto-grants-2014_01 |
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