Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Cyclopentanone | HCID 8452 | — |
| Reactant | N-(1-Cyanocyclopentyl)pentanamide | HCID 11790092 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Valeryl chloride | HCID 61186 | — |
| Product | 1-Aminocyclopentanecarbonitrile | HCID 2106897 | — |
Reaction Steps
9.39 g (39 mmol) of a freshly prepared solution of hydrogen chloride in ethanol (15.15 percent by weight) was added to 6.80 g (30 mmol) of N-(1-cyanocyclopentyl)-pentanamide (prepared from cyclopentanone by means of a Strecker synthesis to give 1-aminocyclopentanecarbonitrile and acylation with pentanoyl chloride, content 85.7 percent) in 28 g of anhydrous ethanol. The mixture was heated to 50° C. under nitrogen and stirred at this temperature for 3.1 hours. It was then cooled to 1° C. and left to stand at this temperature for 1 hour. The product which had precipitated out was filtered off, washed with 10 ml of ice-cold ethanol and dried at 40° C./24 mbar. The yield of the product was 4.05 g (58 percent) of colorless crystals, content 98.3 percent (HPLC).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05698704 |
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| Source dataset | uspto-grants-1997_12 |
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| ORD ID | ord-e041fecba6224daba9f75e52b50d01a6 |
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| Source note | uspto-grants-1997_12 |
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