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Triethylamine → 2-Propylcyclopentanone

HRID 1090487
ノート
印刷プレビュー

反応式

HRID 1090487 の反応式
CCN(CC)CC.[CH:8](=[C:11]1[CH2:15][CH2:14][CH2:13][C:12]1=[O:16])[CH2:9][CH3:10]>C(Cl)Cl>[CH2:8]([CH:11]1[CH2:15][CH2:14][CH2:13][C:12]1=[O:16])[CH2:9][CH3:10]
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

4

反応物 2

HCID 8471TriethylamineHCID 30161952-Propylidenecyclopentanone

生成物 1

HCID 5184612-Propylcyclopentanone収率 97%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
50 °C

実験手順

In a 100 ml-volume three-way-cocked eggplant type flask whose atmosphere had been displaced with nitrogen was charged 845 mg (0.5 mmole) of Ru2Cl4 ((+)-BINAP)2 (NEt3), and 12.4 g (100 mmole) of 2-propylidenecyclopentanone and 50 ml of methylene chloride were added thereto to form a solution. The solution was put in a 100 ml autoclave having been displaced with nitrogen and stirred at 50° C. under a hydrogen pressure of 90 kg/cm2 for 28 hours to conduct a hydrogenation reaction. The solvent was removed from the reaction mixture by distillation, and the residue was purified by silica gel column chromatography using a mixed solvent of diethyl ether and hexane (1:4 by volume) as an eluent to obtain 12 g (percent yield: 97%) of 2-propylcyclopentanone as a clear yellow liquid. 1H-NMR (CDCl3)δ(ppm): 1.50 (t, 3H, J=7 Hz), 1.42 (m, 4H), 1.50-2.80 (m, 7H)

後処理

  1. additionwere added
  2. customto form a solution
  3. customa hydrogenation reaction
  4. customThe solvent was removed from the reaction mixture by distillation
  5. customthe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-98705cdbabc04c87bacb3de4a960f407
出典データセット
uspto-grants-1992_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05081310

反応ノート

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