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Glycerol → 2-Ethylhexanal Glycerol

HRID 74133
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HRID 74133 반응식
[CH2:1]([CH:3]([CH2:6][CH2:7][CH2:8][CH3:9])[CH:4]=[O:5])[CH3:2].[OH:10][CH2:11][CH:12]([CH2:14][OH:15])[OH:13]>[Pd]>[CH2:1]([CH:3]([CH2:6][CH2:7][CH2:8][CH3:9])[CH:4]=[O:5])[CH3:2].[OH:10][CH2:11][CH:12]([CH2:14][OH:15])[OH:13]
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참가 물질

4

반응물 2

HCID 753GlycerolHCID 312412-Ethylhexanal

생성물 1

HCID 866394862-Ethylhexanal Glycerol

시약·촉매·용매 1

HCID 23938Palladium촉매

반응 조건

온도
200 °C

실험 절차

2-Ethylhexanal (12.8 g, 15.6 ml, 0.1 mol), glycerol (92.09 g, 73.7 ml, 1 mol), and 10% Pd/C (5 wt %, 0.64 g) are charged to a Parr reactor, purged with nitrogen three times, heated to 200° C. with stirring and run at 1000 psi of hydrogen for 7 hrs. The reaction mixture forms two phases upon cooling. GC analysis of each phase shows complete consumption of 2-ethylhexanal. Bottom phase (glycerol): glycerol monoethers 3-(2-ethyl)hexoxy-1,2-propanediol and 2-(2-ethyl)hexoxy-1,2-propanediol (55.4%, ratio 13.6), glycerol diethers 1,3-di(2-ethy)hexoxy-2-propanol and 2,3-di(2-ethyl)hexoxy-1-propanol (24.7%), 2-ethyhexanol (3.2%). Top phase (crude product): glycerol monoethers 3-di(2-ethyl)hexoxy-1,2-propanediol and 2-di(2-ethyl)hexoxy-1,2-propanediol (55%, ratio 12.8), glycerol diethers 1,3-di(2-ethy)hexoxy-2-propanol and 2,3-di(2-ethyl)hexoxy-1-propanol (24.8%), 2-ethylhexanol (3.5%).

후처리

  1. custompurged with nitrogen three times
  2. temperatureThe reaction mixture forms two phases upon cooling
  3. customconsumption of 2-ethylhexanal

출처 및 근거

ORD 기록
ord-61d19bc0797f40adb22ac54398cf3f65
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08829229B2

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