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

HRID 847745
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HRID 847745 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-4d72ee2b4fe04a1684558eed2b18c234
출처 데이터셋
uspto-grants-1981_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04293557

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