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Propanal → 2-Methyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)but-2-enal

HRID 15624
ノート
印刷プレビュー

反応式

HRID 15624 の反応式
[CH3:1][C:2]1[C:6]([CH3:8])([CH3:7])[CH:5]([CH2:9][CH:10]=O)[CH2:4][CH:3]=1.[CH:12](=[O:15])[CH2:13][CH3:14]>N1CCCCC1.C(O)(=O)C>[CH3:14][C:13](=[CH:10][CH2:9][CH:5]1[CH2:4][CH:3]=[C:2]([CH3:1])[C:6]1([CH3:7])[CH3:8])[CH:12]=[O:15]
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

5

反応物 2

HCID 527PropanalHCID 984973-Cyclopentene-1-acetaldehyde, 2,2,3-trimethyl-

生成物 1

HCID 30175572-Methyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)but-2-enal収率 80.6%

試薬・触媒・溶媒 2

HCID 176Acetic Acid触媒2 回HCID 8082Piperidine触媒

反応条件

温度
100 °C

実験手順

A 500 mL four-necked flask equipped with a stirrer, a thermometer, a reflux condenser and a dropping funnel was charged with 171 g (0.98 mol) of campholenic aldehyde (purity: 88%), 3.8 g (0.045 mol) of piperidine and 2.8 g (0.046 mol) of acetic acid, and the contents in the flask were stirred while heating at 100° C. Then, 92 g (1.6 mol) of propionaldehyde was gradually dropped into the flask for 6 h, and the resultant mixture was aged for 1 h and then cooled. Thereafter, 3.2 g (0.053 mol) of acetic acid was added to the mixture to remove amines therefrom, thereby separating the mixture into two layers. The thus separated organic layer was washed with water and separated into two layers, thereby obtaining 279 g (0.79 mol) of 2-methyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)-but-2-en-1-al (purity as measured by gas chromatography: 54.7%) (yield based on theoretical amount: 81%).

後処理

  1. customA 500 mL four-necked flask equipped with a stirrer
  2. temperaturecooled
  3. customto remove amines
  4. customseparating the mixture into two layers
  5. washThe thus separated organic layer was washed with water
  6. customseparated into two layers

出典と根拠

ORDレコード
ord-6ed8be084f0a4aabb4f5884d78af949f
出典データセット
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07732644B2

反応ノート

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