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N,N-Dimethylaniline → HCID 58499548、化合物

HRID 910272
ノート
印刷プレビュー

反応式

HRID 910272 の反応式
[Al+3].[Cl-].[Cl-].[Cl-].C1(N(C)C)C=CC=CC=1.C([O:21][CH2:22][C@@H:23]([NH:39][S:40]([C:43]1[CH:48]=[CH:47][C:46]([Cl:49])=[C:45]([Cl:50])[CH:44]=1)(=[O:42])=[O:41])[C:24]1[N:28]([CH2:29][CH3:30])[C:27]([O:31][C:32]2[CH:37]=[CH:36][C:35]([F:38])=[CH:34][CH:33]=2)=[N:26][N:25]=1)C1C=CC=CC=1.CCOC(C)=O>C(Cl)Cl>[Cl:50][C:45]1[CH:44]=[C:43]([S:40]([NH:39][C@@H:23]([C:24]2[N:28]([CH2:29][CH3:30])[C:27]([O:31][C:32]3[CH:33]=[CH:34][C:35]([F:38])=[CH:36][CH:37]=3)=[N:26][N:25]=2)[CH2:22][OH:21])(=[O:41])=[O:42])[CH:48]=[CH:47][C:46]=1[Cl:49]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 949N,N-DimethylanilineHCID 8857Ethyl AcetateHCID 6451240Aluminum(III) ChlorideHCID 58499692HCID 58499692、化合物

生成物 1

HCID 58499548HCID 58499548、化合物収率 93.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

AlCl3 (49 mg) and PhNMe2 (148 mg) were added to a solution of the compound (69 mg) of Example 23 in CH2Cl2 (2.0 ml), and the mixture was stirred at room temperature for one hour. Then, AcOEt was added, and the mixture was washed with 1N hydrochloric acid and thereafter with saturated aqueous sodium chloride. The organic layer was dried (Na2SO4), filtered, and evaporated under reduced pressure to remove the solvent. Then, the resulting crude product was purified by column chromatography (OH SiO2, AcOEt/hexane=2/1) to give 54 mg of the titled compound (Compound 696) as a colorless powder.

後処理

  1. washthe mixture was washed with 1N hydrochloric acid
  2. dry with materialThe organic layer was dried (Na2SO4)
  3. filtrationfiltered
  4. customevaporated under reduced pressure
  5. customto remove the solvent
  6. customThen, the resulting crude product was purified by column chromatography (OH SiO2, AcOEt/hexane=2/1)

出典と根拠

ORDレコード
ord-f001a18793554eaf8b4320d3becd13d5
出典データセット
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08022091B2

反応ノート

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