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

HRID 17888

반응식

HRID 17888 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 23964Tungsten촉매HCID 5943Carbon Tetrachloride용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-ed396cf9a44d4f77bc2069f108568801
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741323B2

연결된 노트

불러오는 중…