Formaldehyde → 3,7-Dimethyl-2-methylene-7-hydroxyoctanal

HRID 15623

反応式

HRID 15623 の反応式
[CH3:1][CH:2]([CH2:10][CH:11]=[O:12])[CH2:3][CH2:4][CH2:5][C:6]([OH:9])([CH3:8])[CH3:7].C=O.[CH2:15](NCCCC)CCC.C(O)(=O)CCCCC>>[CH3:1][CH:2]([CH2:3][CH2:4][CH2:5][C:6]([CH3:8])([OH:9])[CH3:7])[C:10](=[CH2:15])[CH:11]=[O:12]

参加物

5

反応物 4

HCID 712FormaldehydeHCID 7888Hydroxycitronellal2 回HCID 8148DibutylamineHCID 8892Hexanoic Acid

生成物 1

HCID 866322753,7-Dimethyl-2-methylene-7-hydroxyoctanal収率 1,341.5%

反応条件

温度
95 °C

実験手順

A 3 L four-necked flask equipped with a stirrer, a thermometer and a reflux condenser was charged with 1032 g (6.0 mol) of hydroxycitronellal, 520 g (6.4 mol) of a 37% by mass formaldehyde aqueous solution, 53 g (0.41 mol) of dibutyl amine and 10 g (0.09 mol) of hexanoic acid, and the contents in the flask were stirred while heating at 95° C. After the elapse of 40 min, it was confirmed that no hydroxycitronellal was present in the raw mixture, and then the mixture was cooled and separated into two layers. The thus separated organic layer was subjected to distillation treatment, thereby obtaining 1058 g (5.5 mol) of 3,7-dimethyl-2-methylene-7-hydroxyoctanal (purity as measured by gas chromatography: 95%) (yield based on theoretical amount: 92%).

後処理

  1. customA 3 L four-necked flask equipped with a stirrer
  2. customAfter the elapse of 40 min, it
  3. temperaturethe mixture was cooled
  4. customseparated into two layers
  5. distillationThe thus separated organic layer was subjected to distillation treatment

出典と根拠

ORDレコード
ord-7f60cc2eaa174291a37a3a0e14fbbd2f
出典データセット
uspto-grants-2010_06
特許番号
US07732644B2

関連ノート

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