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2-(2-Ethylbutyl)malonic acid → 4-Ethylhexanoic acid

HRID 2381295
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HRID 2381295 반응식
[CH2:1]([CH:3]([CH2:12][CH3:13])[CH2:4][CH:5](C(O)=O)[C:6]([OH:8])=[O:7])[CH3:2]>C(Cl)Cl.CO>[CH2:1]([CH:3]([CH2:12][CH3:13])[CH2:4][CH2:5][C:6]([OH:8])=[O:7])[CH3:2]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 1

HCID 220590002-(2-Ethylbutyl)malonic acid

생성물 1

HCID 227344-Ethylhexanoic acid수율 45%

시약·촉매·용매 1

HCID 21226129Dichloromethane methanol용매

반응 조건

온도
25 °C

실험 절차

2-(2-Ethyl-butyl)-malonic acid (3.55 g, 18.8 mmol) was heated at 195° C. for 2 h. After this time, the solution was cooled to 25° C. and diluted with a 90/10 methylene chloride/methanol solution. The organics were then washed with a saturated aqueous sodium chloride solution, concentrated in vacuo and azeotroped with acetonitrile (2×50 mL) to afford 4-ethyl-hexanoic acid (1.24 mg, 45%) as yellow oil, which was used without further purification; EI+-HRMS m/e calcd for C8H16O2 [M−H]+ 143.1072, found 143.1074. 1H NMR (300 MHz, DMSO-d6) δ ppm 0.81 (t, J=7.2 Hz, 6H) 1.02-1.35 (m, 5H) 1.32-1.59 (m, 2H) 2.16 (t, J=7.8 Hz, 2H) 11.98 (br. s., 1H).

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후처리

  1. washThe organics were then washed with a saturated aqueous sodium chloride solution
  2. concentrationconcentrated in vacuo
  3. customazeotroped with acetonitrile (2×50 mL)

출처 및 근거

ORD 기록
ord-29b8811b7a564e75be364ab40a8bd4a0
출처 데이터셋
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08258134B2

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