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Acetic Acid → 1-Nitro-2-phenylethane

HRID 424295
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 424295
C(O)(=O)C.C(N(CC1C=CC=CC=1)CCN)C1C=CC=CC=1.[N+:23]([CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33]CCCCCCCCCC)([O-:25])=[O:24].C=O>C(O)C.C(OCC)(=O)C>[N+:23]([CH2:26][CH2:27][C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)([O-:25])=[O:24]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 176Acetic AcidHCID 712FormaldehydeHCID 6394114N1,N1-Dibenzylethane-1,2-diamineHCID 115439441-Nitrooctadecane

Produkt 1

HCID 802081-Nitro-2-phenylethane

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittel
HCID 8857
Ethyl Acetate
Lösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

Acetic acid (1.5 mL) was added to a solution of N,N-dibenzylethylene diamine (3.0 g, 12.5 mmol) in ethanol (25 mL) and the solution was stirred at 60° C. for 10 min A white solid formed which dissolved on heating to 80° C. Compound 3 (1.73 g, 6.25 mmol) was added and the stirring was continued at 80° C. for an additional 10 min. Paraformaldehyde (2.5. g, 88 mmol) was added to this solution in small portions over a period of 30 min and the suspension was stirred for 5 h at 80° C. Solvents were removed and the residue was treated with water. The pasty solid obtained was dissolved in ethyl acetate, washed with water and dried (Na2SO4). The oil obtained was purified by silica gel chromatography. (hexane/ethyl acetate, 9/1, 7/3). UV visible fractions were collected and evaporated to give 4 as an oil. Yield: 3.2 g (64%).

Aufarbeitung

  1. customformed which
  2. dissolutiondissolved
  3. temperatureon heating to 80° C
  4. waitthe stirring was continued at 80° C. for an additional 10 min
  5. stirringthe suspension was stirred for 5 h at 80° C
  6. customSolvents were removed
  7. additionthe residue was treated with water
  8. customThe pasty solid obtained
  9. washwashed with water
  10. dry with materialdried (Na2SO4)
  11. customThe oil obtained
  12. customwas purified by silica gel chromatography
  13. customUV visible fractions were collected
  14. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-610aa24dd232441789359085d983577f
Quelldatensatz
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08105567B2

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