HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 967760Generated: October 31, 2026
Hydrochloric Acid → 3-Cyclohexyl-3-oxopropanenitrile
https://huagongshe.com/reaction/967760
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Methyl cyclohexanecarboxylate | HCID 20748 | — |
| Reactant | Sodium amide | HCID 24533 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-Cyclohexyl-3-oxopropanenitrile | HCID 11309597 | — |
Reaction Steps
To a solution of sodium amide (1.87 g) in tetrahydrofuran (1.87 g) was added acetonitrile (2.72 ml) at −50˜−40° C. dropwise and then was added cyclohexanecarboxylic acid methyl ester (2.86 ml) and the mixture was stirred for 1 hour at −20° C. The reaction mixture was poured into cool hydrochloric acid and was extracted with ethyl acetate. The extract was washed with water and a saturated aqueous solution of sodium chloride successively, and was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=4:1) to give the title compound (0.91 g) having the following physical data.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06956033B2 |
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| Source dataset | uspto-grants-2005_10 |
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| ORD ID | ord-8072c4621a9c4dcc8965a6ae5aceec43 |
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| Source note | uspto-grants-2005_10 |
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