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Potassium Carbonate → 4-Chloro-4'-pyrrolidinomethyl benzophenone

HRID 1820002
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HRID 1820002 반응식
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)=[O:10])=[CH:5][CH:4]=1.C(=O)([O-])[O-].[K+].[K+].[NH:24]1[CH2:28][CH2:27][CH2:26][CH2:25]1>C(#N)C>[Cl:17][C:14]1[CH:15]=[CH:16][C:11]([C:9]([C:6]2[CH:7]=[CH:8][C:3]([CH2:2][N:24]3[CH2:28][CH2:27][CH2:26][CH2:25]3)=[CH:4][CH:5]=2)=[O:10])=[CH:12][CH:13]=1
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 31268PyrrolidineHCID 98396514-(4-Chlorobenzoyl)benzyl bromide

생성물 1

HCID 161089294-Chloro-4'-pyrrolidinomethyl benzophenone수율 73.6%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
80 °C

실험 절차

Acetonitrile (55 ml) was added to [4-(bromomethyl)phenyl](4-chlorophenyl)methanone (6.71 g, 21.7 mmol), potassium carbonate (5.99 g, 43.3 mmol) and pyrrolidine (3.62 ml, 43.3 mmol), and the mixture was stirred at 80° C. for 16 hrs. The solvent was concentrated, and diethyl ether was added to the residue. The mixture was extracted with 1N hydrochloric acid. The extract was basified with potassium carbonate, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and the solvent was evaporated under reduced pressure. The obtained residue was purified by alumina column chromatography (developing solvent; ethyl acetate) to give the title compound (4.79 g).

후처리

  1. concentrationThe solvent was concentrated
  2. additiondiethyl ether was added to the residue
  3. extractionThe mixture was extracted with 1N hydrochloric acid
  4. extractionthe mixture was extracted with ethyl acetate
  5. washThe extract was washed with saturated brine
  6. customthe solvent was evaporated under reduced pressure
  7. customThe obtained residue was purified by alumina column chromatography (developing solvent; ethyl acetate)

출처 및 근거

ORD 기록
ord-e1bfab7c44db4dd2b5ebd6a6cc3deb07
출처 데이터셋
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07601868B2

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