HuagongsheHuagongshe Chemistry Print Report · For research reference only
(-)-cis-1,2-Dimethoxy-4-(2-aminocyclohexyl)benzene → (-)-cis-n-[2-(3,4-Dimethoxyphenyl)cyclohexyl]-4-benzoylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (-)-cis-1,2-Dimethoxy-4-(2-aminocyclohexyl)benzene | HCID 14321190 | — |
| Reactant | Benzophenone-4 carbonyl chloride | HCID 131723626 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | (-)-cis-n-[2-(3,4-Dimethoxyphenyl)cyclohexyl]-4-benzoylbenzamide | HCID 53821352 | 145.8% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06476025B1 |
| Source dataset | uspto-grants-2002_11 |
| ORD ID | ord-5048f271929746e8ae2a9e0545d952dc |
| Source note | uspto-grants-2002_11 |