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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 917499Generated: October 30, 2026

Water → HCID 22000405, compound

https://huagongshe.com/reaction/917499

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzoyl isothiocyanateHCID 68284—
ReactantDiisopropylethylamineHCID 81531—
Reactanttrans-4-(Cbz-amino)cyclohexanemethanamine hydrochlorideHCID 22990186—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22000405HCID 22000405101.8%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07273880B2
Source datasetuspto-grants-2007_09
ORD IDord-48471f07f77b46d588df4a66eda5d75a
Source noteuspto-grants-2007_09