Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 588675Generated: October 27, 2026

Dichloromethane → N-(3-bromo-2-methylphenyl)tricyclo[3.3.1.13,7]decane-1-carboxamide

https://huagongshe.com/reaction/588675

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-Adamantanecarbonyl chlorideHCID 98915—
Reactant3-Bromo-o-toluidineHCID 123538—
SolventEthyl AcetateHCID 8857—
ProductN-(3-bromo-2-methylphenyl)tricyclo[3.3.1.13,7]decane-1-carboxamideHCID 86681266—

Reaction Steps

3-Bromo-2-methylaniline (800 mg) and diisopropylethylamine (1667 mg) were added to dichloromethane (12 mL). 1-Adamantanecarbonyl chloride (940 mg) was added and the solution was stirred at room temperature for 16 hours. The solution was diluted with 50% ethyl acetate (hexanes), washed three times with 1 M aqueous HCl, washed with brine, dried over anhydrous sodium sulfate, and filtered. The solvent volume was partially reduced under vacuum, and the solid material precipitated out of solution, which was isolated by filtration to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09227963B2
Source datasetuspto-grants-2016_01
ORD IDord-130d84c268cc4388b118127c1e9a60bf
Source noteuspto-grants-2016_01