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Methanol → HCID 21835981, Verbindung

HRID 1378264
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1378264
[CH2:1]([Si:4]([CH2:14][CH:15]=[CH2:16])([CH2:11][CH:12]=[CH2:13])[CH2:5][CH2:6][CH2:7][O:8]C=O)[CH:2]=[CH2:3].CO.C(=O)([O-])O.[K+]>O>[CH2:14]([Si:4]([CH2:1][CH:2]=[CH2:3])([CH2:11][CH:12]=[CH2:13])[CH2:5][CH2:6][CH2:7][OH:8])[CH:15]=[CH2:16]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 887MethanolHCID 516893Potassium BicarbonateHCID 53937165HCID 53937165, Verbindung

Produkt 1

HCID 21835981HCID 21835981, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

The triallyl formyloxypropyl silane intermediate was converted to the hydroxylpropyl product by charging 5.0 grams of the intermediate, together with 50 ml of methanol (commercially available from Burdick and Jackson of Muskeegon, Mich.) and 10 ml of deionized water, in a 250 ml flask with stir bar. 1.0 gram (10 millimoles) of potassium hydrogen carbonate (commercially available from Aldrich Chemical Co.) was added to the solution, which was then stirred at 50° C. for five hours. The solution was filtered and was concentrated in vacuo. The sample was then taken up in cyclohexane and was washed with saturated aqueous sodium chloride before drying over anhydrous sodium sulfate (commercially available from Aldrich Chemical Co.). The sample was then purified using flash chromatography on silica with 99/1 cyclohexane/acetone eluent initially, followed by 80/20 cyclohexane/acetone. The recovered fractions were concentrated in vacuo to yield triallyl 3-hydroxypropyl silane, as shown by capillary GC/FID analysis using a 30 meter DB-5 column. Spectroscopic analysis using mass spectrometry, FTIR and NMR was consistent with triallyl-3-hydroxypropyl silane.

Aufarbeitung

  1. addition) was added to the solution, which
  2. filtrationThe solution was filtered
  3. concentrationwas concentrated in vacuo
  4. washwas washed with saturated aqueous sodium chloride
  5. dry with materialbefore drying over anhydrous sodium sulfate (commercially available from Aldrich Chemical Co
  6. customThe sample was then purified
  7. concentrationThe recovered fractions were concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-b524ce39ffeb4d75ae3c72ce41b0b834
Quelldatensatz
uspto-grants-1997_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05667674

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