(Diethoxymethyl)benzene → HCID 59715043, Verbindung

HRID 2223862Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2223862
[OH:1][CH2:2][CH2:3][C:4]1([CH:10]([CH2:13][OH:14])[CH2:11][OH:12])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1.C(O[CH:18](OCC)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)C.[NH+]1C=CC=CC=1.C1(C)C=CC(S([O-])(=O)=O)=CC=1.C(=O)(O)[O-].[Na+]>CN(C)C=O>[C:19]1([CH:18]2[O:12][CH2:11][CH:10]([C:4]3([CH2:3][CH2:2][OH:1])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]3)[CH2:13][O:14]2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Komponenten

6

Edukt 4

HCID 69884(Diethoxymethyl)benzeneHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 516892Sodium BicarbonateHCID 59714891HCID 59714891, Verbindung

Produkt 1

HCID 59715043HCID 59715043, VerbindungAusbeute 34,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 2-[1-(2-hydroxyethyl)cyclohexyl]propane-1,3-diol (200 mg) in N,N-dimethylformamide (8 mL) were added benzaldehyde diethyl acetal (752 mg) and p-toluenesulfonic acid pyridinium salt (48 mg) at room temperature. After stirring the solution at room temperature for 16 hours, saturated aqueous sodium bicarbonate solution was added thereto, and it was extracted with ethyl acetate. The organic layer was washed in turn with water and saturated aqueous sodium chloride solution (0.2 mL) and dried over anhydrous magnesium sulfate, and then, concentrated under reduced pressure. The resulting residue was purified by chromatography (silica gel, hexane:ethyl acetate=4:6) to give the title compound (100 mg).

Aufarbeitung

  1. extractionit was extracted with ethyl acetate
  2. washThe organic layer was washed in turn with water and saturated aqueous sodium chloride solution (0.2 mL)
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe resulting residue was purified by chromatography (silica gel, hexane:ethyl acetate=4:6)

Quellen und Nachweise

ORD-Eintrag
ord-2afb71769eaf4033bf793e357c208479
Quelldatensatz
uspto-grants-2008_05
Patentnummer
US07375115B2

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