Potassium Carbonate → 1,1,1-Triphenyl-1-sila-2-butene-4-ol

HRID 342858

Reaktionsgleichung

Reaktionsgleichung von HRID 342858
[C:1]1([Si:7]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:8]=[CH:9][CH2:10][O:11]C(=O)C)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+]>CO>[C:1]1([Si:7]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:8]=[CH:9][CH2:10][OH:11])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

4

Edukt 2

HCID 11430Potassium CarbonateHCID 538005221,1,1-Triphenyl-4-acetoxy-1-sila-2-butene

Produkt 1

HCID 543215981,1,1-Triphenyl-1-sila-2-butene-4-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

The crude acetoxy compound from Example 14 is dissolved in 250 mL methanol, and 25.0 g of potassium carbonate is added all at once. After stirring for 2 hours, the reaction mixture is filtered and concentrated. The concentrated residue is partitioned between 200/200 mL water/ethyl acetate. The organic layer is removed, washed with brine, dried and concentrated. The crude material is purified by flash chromatography using silica gel to afford the pure product.

Aufarbeitung

  1. filtrationthe reaction mixture is filtered
  2. concentrationconcentrated
  3. customThe concentrated residue is partitioned between 200/200 mL water/ethyl acetate
  4. customThe organic layer is removed
  5. washwashed with brine
  6. customdried
  7. concentrationconcentrated
  8. customThe crude material is purified by flash chromatography
  9. customto afford the pure product

Quellen und Nachweise

ORD-Eintrag
ord-926b885dea844a01a3cd96d578fdd5a4
Quelldatensatz
uspto-grants-1999_01
Patentnummer
US05859232

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