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Hexanal → 2-Hexylcyclopentanone

HRID 1090482
ノート
印刷プレビュー

反応式

HRID 1090482 の反応式
[C:1]1(=[O:6])[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH:7](=O)[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]>[Pd]>[CH2:7]([CH:2]1[CH2:3][CH2:4][CH2:5][C:1]1=[O:6])[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]
参加物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 6184HexanalHCID 8452Cyclopentanone2 回

生成物 1

HCID 1144542-Hexylcyclopentanone収率 81.9%

試薬・触媒・溶媒 1

HCID 23938Palladium触媒

実験手順

A mixture of 1008 g (12 moles) of cyclopentanone, 800 g (8 moles) of n-hexanal and 80 g of a pulverulent catalyst containing 0.5% by weight of palladium on alumina was hydrogenated in an autoclave at 140° C. and under a hydrogen pressure of 70 bar until the pressure remained constant (about 15 hours), the procedure used being similar to that described in Example 1. The catalyst was separated off and the mixture discharged from the reactor was then distilled directly. 294 g (3.5 moles) of cyclopentanone were recovered as fraction 1. 1103 g of pure 2-hexylcyclopentanone (bp. 84° C./0.35 mbar) were obtained as the main fraction; this corresponded to a selectivity of 82%, based on n-hexanal. When, as in Example 1, the molar ratio of cyclopentanone to hexanal was increased to 3:1, the selectivity increased to above 90%, as in the case of 2-heptylcyclopentanone.

後処理

  1. customwas hydrogenated in an autoclave at 140° C. and under a hydrogen
  2. custom(about 15 hours)
  3. customThe catalyst was separated off
  4. distillationwas then distilled directly

出典と根拠

ORDレコード
ord-08e1a2040a0b4eb9a62e490823bdb65b
出典データセット
uspto-grants-1992_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05081309

反応ノート

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