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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922491Generated: October 30, 2026

Water → Tert-butyl (trans-2-{4-[(phenylcarbonyl)amino]phenyl}cyclopropyl)carbamate

https://huagongshe.com/reaction/922491

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzoyl chlorideHCID 7412—
ReactantTriethylamineHCID 8471—
Reactantrac-tert-butyl N-[(1R,2S)-2-(4-aminophenyl)cyclopropyl]carbamateHCID 86673140—
SolventAcetonitrileHCID 6342—
ProductTert-butyl (trans-2-{4-[(phenylcarbonyl)amino]phenyl}cyclopropyl)carbamateHCID 131734967—

Reaction Steps

To a solution of tert-butyl [trans-2-(4-aminophenyl)cyclopropyl]carbamate (150 mg) described in a document (J. Am. Chem. Soc., 2010, 132, 6827.) in acetonitrile (6 mL) were added benzoyl chloride (84 μL) and triethylamine (101 μL). The mixture was stirred at room temperature overnight and water was added. The mixture was extracted with ethyl acetate, and the extract was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (212 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278931B2
Source datasetuspto-grants-2016_03
ORD IDord-7741718f018c47a199978f4fe7111cff
Source noteuspto-grants-2016_03