HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 22000405, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzoyl isothiocyanate | HCID 68284 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | trans-4-(Cbz-amino)cyclohexanemethanamine hydrochloride | HCID 22990186 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22000405 | HCID 22000405 | 101.8% |
Reaction Steps
A solution of benzyl N-[4-(aminomethyl)cyclohexyl]carbamate HCl (3.46 g, 11.6 mmol) and diisopropylethylamine (6.0 ml) in anhydrous THF (90 ml) was stirred at room temperature for 20 minutes. To this solution was added benzoylisothiocyanate (2.00 g, 12.3 mmol) and the reaction mixture stirred at room temperature for 14 hours. The solution was poured into water (200 ml) and extracted with Et2O (2×150 ml). The organic layer was dried over MgSO4, filtered and evaporated to yield a solid. The solid was triturated with hexane and filtered to yield 99% (5.023 g) of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07273880B2 |
| Source dataset | uspto-grants-2007_09 |
| ORD ID | ord-48471f07f77b46d588df4a66eda5d75a |
| Source note | uspto-grants-2007_09 |