Cycloheptylamine → HCID 19650472, compound

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.

1. customA solution prepared
2. additionwas slowly added to a solution
3. customprepared
4. customcompletion of the reaction
5. distillationdistilled water (10 ml)
6. additionwas added to the reaction solution, and 1N of an HCl aqueous solution
7. additionwas added
8. customAfter separating an organic layer
9. extractiona aqueous layer was extracted over dichloromethane (3×20 ml)
10. customthe organic layer was dried on sodium sulfate anhydrous
11. filtrationfiltered
12. concentrationconcentrated
13. customThe concentrated organic layer was purified by flash column chromatography (hexane:ethylacetate=3:1)

ORD record

ord-9bb93c9b974b45cebf93b21f8c3b1474

Source dataset

uspto-grants-2015_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09133110B2