4,7-Dichloroquinoline → Quinoline, 7-chloro-4-(1-(2-fluorophenyl)ethoxy)-

HRID 487579노트

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HRID 487579 반응식
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([OH:10])[CH3:9].Cl[C:12]1[C:21]2[C:16](=[CH:17][C:18]([Cl:22])=[CH:19][CH:20]=2)[N:15]=[CH:14][CH:13]=1.[H-].[Na+]>CN(C=O)C.O>[Cl:22][C:18]1[CH:17]=[C:16]2[C:21]([C:12]([O:10][CH:8]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[F:1])[CH3:9])=[CH:13][CH:14]=[N:15]2)=[CH:20][CH:19]=1

참가 물질

6

반응물 3

HCID 68664,7-DichloroquinolineHCID 24758Sodium hydride2회HCID 1230662-Fluoro-alpha-methylbenzenemethanol

생성물 1

HCID 164193Quinoline, 7-chloro-4-(1-(2-fluorophenyl)ethoxy)-

시약·촉매·용매 2

HCID 962Water촉매HCID 6228Dimethylformamide용매2회

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온도
160 °C

실험 절차

A solution of 2.52 g (18 mmol) of 1-(2-fluorophenyl)ethanol in DMF was added dropwise to a mixture of 2.97 g (15mmol) of 4,7-dichloroquinoline and 0.50 g (21 mmol) of sodium hydride in 15 ml of DMF. After addition was complete, the mixture was heated to 160° C. After four hours the mixture was allowed to cool and 0.1 g of sodium hydride was added. Upon completion of the reaction, a few drops of water were carefully added to destroy excess sodium hydride. Then the solution was poured into water. The product was extracted into ethyl acetate, the ethyl acetate solution was washed three times with water, then dried, and evaporated, producing an oil that crystallized from heptane/ethyl acetate. Yield: 0.77 g M.P. 53°-54° C.

후처리

  1. additionAfter addition
  2. temperatureto cool
  3. additionwere carefully added
  4. customto destroy excess sodium hydride
  5. additionThen the solution was poured into water
  6. extractionThe product was extracted into ethyl acetate
  7. washthe ethyl acetate solution was washed three times with water
  8. customdried
  9. customevaporated
  10. customproducing an oil that
  11. customcrystallized from heptane/ethyl acetate

출처 및 근거

ORD 기록
ord-6f19646f85ac4b8fa0c7faf811555514
출처 데이터셋
uspto-grants-1994_03
특허 번호
US05296484

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