Ethylene Glycol → HCID 59253950, Verbindung

HRID 638741Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 638741
[N+:1]([C:4]1[CH:18]=[CH:17][C:7]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([OH:16])=[O:15])=[CH:6][CH:5]=1)([O-:3])=[O:2].Cl.[CH2:20](O)[CH2:21][OH:22]>>[OH:22][CH2:21][CH2:20][O:15][C:14](=[O:16])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][O:8][C:7]1[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:18][CH:17]=1

Komponenten

4

Edukt 3

HCID 174Ethylene GlycolHCID 313Hydrochloric AcidHCID 223889056-(4-Nitrophenoxy)hexanoic acid

Produkt 1

HCID 59253950HCID 59253950, VerbindungAusbeute 78,3 %

Versuchsvorschrift

To a mixture of 6-(4-nitrophenoxy)hexanoic acid 53 (50 g, 197.62 mmol) and ethylene glycol(200 ml) was passed dry HCl gas for one hr. During HCl gas bubbling the temp. rose to 60° C. The crude reaction mass was poured onto ice (1 Kg), extracted into ethyl acetate, washed with water (2×250 ml), dried over sodium sulphate and distilled to get crude 54, which was purified by column chromatography on silica gel using benzene as eluant to get pure 54 (46 g, 78.3%) as a light yellow syrup.

Aufarbeitung

  1. customfor one hr
  2. customDuring HCl gas bubbling the temp
  3. customrose to 60° C
  4. customThe crude reaction mass
  5. additionwas poured onto ice (1 Kg)
  6. extractionextracted into ethyl acetate
  7. washwashed with water (2×250 ml)
  8. dry with materialdried over sodium sulphate
  9. distillationdistilled
  10. customto get crude 54, which
  11. customwas purified by column chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-4eeeceda4a294fcf8b92f8fcaff4dad2
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07691364B2

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