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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1016277Generated: October 31, 2026

(-)-cis-1,2-Dimethoxy-4-(2-aminocyclohexyl)benzene → (-)-cis-n-[2-(3,4-Dimethoxyphenyl)cyclohexyl]-4-benzoylbenzamide

https://huagongshe.com/reaction/1016277

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(-)-cis-1,2-Dimethoxy-4-(2-aminocyclohexyl)benzeneHCID 14321190—
ReactantBenzophenone-4 carbonyl chlorideHCID 131723626—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
Product(-)-cis-n-[2-(3,4-Dimethoxyphenyl)cyclohexyl]-4-benzoylbenzamideHCID 53821352145.8%

Reaction Steps

4.0 g of (−)-cis-1,2-dimethoxy-4-(2-aminocyclohexyl)-benzene (compound B4) are dissolved in 40 ml of methylene chloride and 10.0 ml of triethylamine. A solution of 4.9 g of benzophenone-4-carbonyl chloride in 100 ml of methylene chloride is added dropwise at RT and the mixture is extracted, after stirring overnight, with 50 ml each of water, 2N hydrochloric acid, satd sodium hydrogencarbonate solution and water again. The organic phase is dried using sodium sulfate and concentrated. 7.78 g of the title compound are obtained as a crystallizing oil. M.p. 119-122.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06476025B1
Source datasetuspto-grants-2002_11
ORD IDord-5048f271929746e8ae2a9e0545d952dc
Source noteuspto-grants-2002_11