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Water → 3-benzylisoquinoline

HRID 2390024
ノート
印刷プレビュー

反応式

HRID 2390024 の反応式
[C:1]([C:9]1[N:10]=[CH:11][C:12]2[C:17]([CH:18]=1)=[CH:16][CH:15]=[CH:14][CH:13]=2)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.NN.[OH-].[K+].O>C(O)CO>[CH2:1]([C:9]1[N:10]=[CH:11][C:12]2[C:17]([CH:18]=1)=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 14797Potassium HydroxideHCID 24654Hydrazine hydrate (1:1)HCID 12777809HCID 12777809、化合物

生成物 1

HCID 27529323-benzylisoquinoline収率 98.3%

試薬・触媒・溶媒 1

HCID 174Ethylene Glycol溶媒

反応条件

温度
150 °C

実験手順

303 mg of 3-benzoyl isoquinoline and 9.75 g of hydrazine hydrate were dissolved in 10 mL of ethylene glycol at room temperature, followed by stirring at 150° C. After 10 minutes, to the reaction liquid was added 3.65 g of pulverized potassium hydroxide, followed by warming to 180° C. and continuously reacting for additional 2 hours. After completion of the reaction, the reaction liquid was left to be cooled, and water was added thereto, followed by extraction with diethyl ether. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue obtained was purified using silica gel chromatography (diethyl ether:n-hexane=1:1) to obtain 280 mg (yield 95%) of a title compound as a light yellow solid.

後処理

  1. customto the reaction liquid
  2. temperatureby warming to 180° C.
  3. waitcontinuously reacting for additional 2 hours
  4. customAfter completion of the reaction
  5. customthe reaction liquid
  6. waitwas left
  7. temperatureto be cooled
  8. extractionfollowed by extraction with diethyl ether
  9. washThe organic layer was washed with saturated brine
  10. dry with materialdried over anhydrous sodium sulfate
  11. concentrationconcentrated under reduced pressure
  12. customThe residue obtained
  13. customwas purified

出典と根拠

ORDレコード
ord-a05e7d4c3c7a4e18adbaafb4485590d7
出典データセット
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08273766B2

反応ノート

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