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Potassium Hydroxide → Acetamide, N-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]-

HRID 847745
ノート
印刷プレビュー

反応式

HRID 847745 の反応式
[N:1]1([CH2:7][C:8]2[CH:9]=[C:10]([OH:14])[CH:11]=[CH:12][CH:13]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[K+].[NH:17]([CH2:21][CH2:22][CH2:23]Br)[C:18]([CH3:20])=[O:19]>C(O)C>[N:1]1([CH2:7][C:8]2[CH:9]=[C:10]([CH:11]=[CH:12][CH:13]=2)[O:14][CH2:23][CH2:22][CH2:21][NH:17][C:18](=[O:19])[CH3:20])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 14797Potassium HydroxideHCID 8269741-(3-Hydroxybenzyl)piperidineHCID 11830025N-(3-bromopropyl)acetamide

生成物 1

HCID 9971484Acetamide, N-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]-収率 70.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

191 mg of 3-(1-piperidinylmethyl)phenol was dissolved in 10 ml of ethanol, and 116 mg of potassium hydroxide was added. The mixture was heated under reflux, and a solution of 360 mg of 3-acetamino-1-bromopropane in 3 ml of ethanol. The reaction mixture was heated under reflux for 8 hours, and the solvent was distilled off under reduced pressure. Water was added, and the mixture was extracted with chloroform. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by TLC (developing solvent: chloroform/methanol=9/l) to afford 205 mg of N-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]acetamide as an oil. The resulting product coincided with the product obtained in Example 2.

後処理

  1. temperatureThe mixture was heated
  2. temperatureunder reflux
  3. temperatureThe reaction mixture was heated
  4. temperatureunder reflux for 8 hours
  5. distillationthe solvent was distilled off under reduced pressure
  6. additionWater was added
  7. extractionthe mixture was extracted with chloroform
  8. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  9. distillationthe solvent was distilled off under reduced pressure
  10. customThe residue was purified by TLC (developing solvent: chloroform/methanol=9/l)

出典と根拠

ORDレコード
ord-4d72ee2b4fe04a1684558eed2b18c234
出典データセット
uspto-grants-1981_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04293557

反応ノート

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