7-Chloro-4-phenylquinoline → HCID 15512350, 화합물

HRID 2422523노트

반응식

HRID 2422523 반응식
Cl[C:2]1[CH:11]=[C:10]2[C:5]([C:6]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.[CH3:18][Mg+].[Br-]>CCOCC>[CH3:18][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 113454577-Chloro-4-phenylquinolineHCID 178418689HCID 178418689, 화합물

생성물 1

HCID 15512350HCID 15512350, 화합물

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

To a solution of 7-chloro-4-phenylquinoline (10.0 g, 41.7 mmol) and Ni(dppp)2Cl2 (2.26 g, 4.17 mmol) in ether (200 mL) was added dropwise 3.0 M MeMgBr (24.3 mL, 73 mmol) and heated at reflux for 3 h. The reaction mixture was quenched with saturated aqueous NH4Cl solution and extracted with ether. The combined organic layer was washed with water and brine and then dried over anhydrous MgSO4. The solvent was removed under reduced pressure, and the resulting crude product was used in the next step without further purification. 1H NMR (400 MHz, acetone-d6): δ 8.9 (d, 1H), 7.93 (bs, 1H), 7.82 (d, 1H), 7.52-7.62 (m, 5H), 7.43 (dd, 1H), 7.35 (d, 1H), 2.60 (S, 3H).

후처리

  1. temperatureheated
  2. temperatureat reflux for 3 h
  3. customThe reaction mixture was quenched with saturated aqueous NH4Cl solution
  4. extractionextracted with ether
  5. washThe combined organic layer was washed with water and brine
  6. dry with materialdried over anhydrous MgSO4
  7. customThe solvent was removed under reduced pressure
  8. customthe resulting crude product was used in the next step without further purification

출처 및 근거

ORD 기록
ord-66ed36310b09441990961ed03a297fbb
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07960409B2

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