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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922500Generated: October 30, 2026

Water → Tert-butyl [trans-2-(4-{[(3-methylphenyl)carbonyl]amino}phenyl)cyclopropyl]carbamate

https://huagongshe.com/reaction/922500

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant3-Methylbenzoyl chlorideHCID 74375—
Reactantrac-tert-butyl N-[(1R,2S)-2-(4-aminophenyl)cyclopropyl]carbamateHCID 86673140—
SolventAcetonitrileHCID 6342—
ProductTert-butyl [trans-2-(4-{[(3-methylphenyl)carbonyl]amino}phenyl)cyclopropyl]carbamateHCID 8672983595.5%

Reaction Steps

To a solution of tert-butyl [trans-2-(4-aminophenyl)cyclopropyl]carbamate (100 mg) described in a document (J. Am. Chem. Soc., 2010, 132, 6827.) in acetonitrile (4 mL) were added 3-methylbenzoyl chloride (62.3 mg) and triethylamine (56 μL). The mixture was stirred at room temperature for 1 hr and water was added. The mixture was extracted with ethyl acetate, and the extract was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (141 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278931B2
Source datasetuspto-grants-2016_03
ORD IDord-d46f87bf279d4292b1c45a11ab47446b
Source noteuspto-grants-2016_03