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

HRID 1016277
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HRID 1016277 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C@@H:9]2[CH2:14][CH2:13][CH2:12][CH2:11][C@@H:10]2[NH2:15])=[CH:5][C:4]=1[O:16][CH3:17].CO[C:20]1[CH:25]=[C:24](O)[C:23]([C:27]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[O:28])=[CH:22][C:21]=1S(O)(=O)=O.[C:39](Cl)(Cl)=[O:40]>C(Cl)Cl.C(N(CC)CC)C>[CH3:17][O:16][C:4]1[CH:5]=[C:6]([C@H:9]2[CH2:14][CH2:13][CH2:12][CH2:11][C@H:10]2[NH:15][C:39](=[O:40])[C:20]2[CH:21]=[CH:22][C:23]([C:27](=[O:28])[C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=3)=[CH:24][CH:25]=2)[CH:7]=[CH:8][C:3]=1[O:2][CH3:1]
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참가 물질

5

반응물 2

HCID 14321190(-)-cis-1,2-Dimethoxy-4-(2-aminocyclohexyl)benzene2회HCID 131723626Benzophenone-4 carbonyl chloride

생성물 1

HCID 53821352(-)-cis-n-[2-(3,4-Dimethoxyphenyl)cyclohexyl]-4-benzoylbenzamide수율 145.8%

시약·촉매·용매 2

HCID 6344Dichloromethane용매2회HCID 8471Triethylamine
용매

실험 절차

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.

후처리

  1. extractionthe mixture is extracted
  2. customThe organic phase is dried
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-5048f271929746e8ae2a9e0545d952dc
출처 데이터셋
uspto-grants-2002_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06476025B1

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