1-Butanol → 1-(Dibutoxymethyl)-2-nitrobenzene

HRID 552074Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 552074
[N+:1]([C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH:6]=[O:7])([O-:3])=[O:2].[CH2:12]([OH:16])[CH2:13][CH2:14][CH3:15].O.[C:18]1(C)[CH:23]=CC(S(O)(=O)=O)=[CH:20][CH:19]=1>C1(C)C=CC=CC=1>[CH2:23]([O:7][CH:6]([O:16][CH2:12][CH2:13][CH2:14][CH3:15])[C:5]1[CH:8]=[CH:9][CH:10]=[CH:11][C:4]=1[N+:1]([O-:3])=[O:2])[CH2:18][CH2:19][CH3:20]

Komponenten

5

Edukt 3

HCID 2631-ButanolHCID 111012-NitrobenzaldehydeHCID 521998p-Toluenesulfonic acid monohydrate

Produkt 1

HCID 150331791-(Dibutoxymethyl)-2-nitrobenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A solution comprising 2-nitrobenzaldehyde (4.53 g, 30.0 mmol), 1-butanol (13.7 ml, 150 mmol) and toluene (60 ml) was added with p-toluene sulfonic acid monohydrate (57 mg, 0.300 mmol) and molecular sieves-4A (1 g), and refluxed for two days. The mixture was filtered through celite, washed with saturated sodium bicarbonate and saturated sodium chloride water, and then dried with anhydrous magnesium sulfate. The solution was concentrated to obtain Step 1 compound (8.43 g, quant) as a brown oily substance.

Aufarbeitung

  1. temperaturerefluxed for two days
  2. filtrationThe mixture was filtered through celite
  3. washwashed with saturated sodium bicarbonate and saturated sodium chloride water
  4. dry with materialdried with anhydrous magnesium sulfate
  5. concentrationThe solution was concentrated
  6. customto obtain Step 1 compound (8.43 g, quant) as a brown oily substance

Quellen und Nachweise

ORD-Eintrag
ord-b870e373095c4260958f2cae81581c84
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07951799B2

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