Propionyl chloride → N-[3-[3-[1-(1-pyrrolidinyl)ethyl]phenoxy]propyl] propionamide

HRID 847737ノート

反応式

HRID 847737 の反応式
[N:1]1([CH:6]([C:8]2[CH:9]=[C:10]([CH:16]=[CH:17][CH:18]=2)[O:11][CH2:12][CH2:13][CH2:14][NH2:15])[CH3:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.[C:19](Cl)(=[O:22])[CH2:20][CH3:21]>N1C=CC=CC=1.O1CCCC1>[N:1]1([CH:6]([C:8]2[CH:9]=[C:10]([CH:16]=[CH:17][CH:18]=2)[O:11][CH2:12][CH2:13][CH2:14][NH:15][C:19](=[O:22])[CH2:20][CH3:21])[CH3:7])[CH2:2][CH2:3][CH2:4][CH2:5]1

参加物

5

反応物 2

HCID 62324Propionyl chlorideHCID 130179203-[3-[1-(1-Pyrrolidinyl)ethyl]phenoxy]propylamine

生成物 1

HCID 20567148N-[3-[3-[1-(1-pyrrolidinyl)ethyl]phenoxy]propyl] propionamide収率 71.3%

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

211.8 mg of 3-[3-[1-(1-pyrrolidinyl)ethyl]phenoxy]propylamine was dissolved in 2 ml of dry pyridine, and the solution was stirred under ice cooling. A solution of 87 mg of propionyl chloride in 2 ml of dry tetrahydrofuran was added dropwise in small portions. After the addition, the reaction temperature was adjusted to room temperature, and the mixturwe was stirred for 2 hours. The solvent was distilled off, and 10 ml of water was added. Furthermore, 300 mg of potassium carbonate was added. The precipitated oily product was extracted with 30 ml of chloroform. The extract was dried over anhydrous potassium carbonate, and the solvent was distilled off. The residue was purified by TLC (developing solvent: chloroform/methanol=9/l) to afford 185 mg of N-[3-[3-[1-(1-pyrrolidinyl)ethyl]phenoxy]propyl] propionamide as an oil.

後処理

  1. additionAfter the addition
  2. customwas adjusted to room temperature
  3. stirringthe mixturwe was stirred for 2 hours
  4. distillationThe solvent was distilled off
  5. addition10 ml of water was added
  6. additionFurthermore, 300 mg of potassium carbonate was added
  7. extractionThe precipitated oily product was extracted with 30 ml of chloroform
  8. dry with materialThe extract was dried over anhydrous potassium carbonate
  9. distillationthe solvent was distilled off
  10. customThe residue was purified by TLC (developing solvent: chloroform/methanol=9/l)

出典と根拠

ORDレコード
ord-685308e8f61742aea85e2b9cb3f80335
出典データセット
uspto-grants-1981_10
特許番号
US04293557

反応ノート

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