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

HRID 487579ノート

反応式

HRID 487579 の反応式
[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

参加物

6

反応物 3

HCID 68664,7-DichloroquinolineHCID 24758Sodium hydride2 回HCID 1230662-Fluoro-alpha-methylbenzenemethanol

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water触媒HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
160 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-6f19646f85ac4b8fa0c7faf811555514
出典データセット
uspto-grants-1994_03
特許番号
US05296484

反応ノート

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