Sodium Chloride → 2-Bromo-3-phenyl-6-(3-phenylpropoxy)indane-1-one

HRID 17888

反応式

HRID 17888 の反応式
[C:1]1([C:7]2[C:15]3[C:10](=[CH:11][C:12]([O:16][CH2:17][CH2:18][CH2:19][C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)=[CH:13][CH:14]=3)[C:9](=[O:26])[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:27]N1C(=O)CCC1=O.N(C(C)(C)C#N)=NC(C)(C)C#N.[Cl-].[Na+]>C(Cl)(Cl)(Cl)Cl.[W]>[Br:27][CH:8]1[CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:15]2[C:10](=[CH:11][C:12]([O:16][CH2:17][CH2:18][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[CH:13][CH:14]=2)[C:9]1=[O:26]

参加物

7

反応物 4

HCID 5234Sodium ChlorideHCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 686947433-Phenyl-6-(3-phenylpropoxy)indene-1-one

生成物 1

HCID 686986112-Bromo-3-phenyl-6-(3-phenylpropoxy)indane-1-one収率 60%

試薬・触媒・溶媒 2

HCID 23964Tungsten触媒HCID 5943Carbon Tetrachloride溶媒

実験手順

3-Phenyl-6-(3-phenylpropoxy)indene-1-one (200 mg, 0.586 mmol) was dissolved in carbon tetrachloride, and N-bromosuccinimide (313 mg, 1.75 mmol) and 2,2′-azobisisobutyronitrile (9.7 mg) were added thereto. Then, the mixture was refluxed for 1 hour under a 375 W tungsten lamp. After the reaction was completed, saturated sodium chloride was added thereto and extracted with dichloromethane. The extract was dried over anhydrous magnesium sulfate, concentrated, and the resulting residue was purified by column chromatography (ethyl acetate:hexane=1:5) to obtain title compound (147 mg, yield 60%) as a red solid.

後処理

  1. extractionextracted with dichloromethane
  2. dry with materialThe extract was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated
  4. customthe resulting residue was purified by column chromatography (ethyl acetate:hexane=1:5)

出典と根拠

ORDレコード
ord-ed396cf9a44d4f77bc2069f108568801
出典データセット
uspto-grants-2010_06
特許番号
US07741323B2

関連ノート

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