Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cycloheptylamine | HCID 2899 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Butyl Isothiocyanate | HCID 11613 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 19650472 | HCID 19650472 | 69% |
Reaction Steps
A solution prepared by dissolving 1-isothiocyanatobutane (3.0 ml, 26.0 mmol) in dichloromethane (5 ml) was slowly added to a solution prepared by dissolving 1-cycloheptylamine (3.3 ml, 26.0 mmol) in dichloromethane (20 ml) at 0° C. for 15 minutes. Triethylamine (7.3 ml, 52.1 mmol) was added to the mixed reaction solution and stirred at room temperature for 2 hours. After confirming completion of the reaction, distilled water (10 ml) was added to the reaction solution, and 1N of an HCl aqueous solution was added to neutralize. After separating an organic layer, a aqueous layer was extracted over dichloromethane (3×20 ml), and the organic layer was dried on sodium sulfate anhydrous, filtered and concentrated. The concentrated organic layer was purified by flash column chromatography (hexane:ethylacetate=3:1), thereby obtaining a target compound as a yellow liquid (4.1 g, 68%). The compound was used in the subsequent reaction.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09133110B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-9bb93c9b974b45cebf93b21f8c3b1474 |
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| Source note | uspto-grants-2015_09 |
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