Methyl iodide → 2-O-Methyl-1,3-O,O-benzylideneglycerol

HRID 1197157Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1197157
[Na].[C:2]1([CH:8]2[O:13][CH2:12][CH:11]([OH:14])[CH2:10][O:9]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[CH3:17]I>CN(C)C=O.ClCCl>[C:2]1([CH:8]2[O:13][CH2:12][CH:11]([O:14][CH3:17])[CH2:10][O:9]2)[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

7

Edukt 4

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 743621,3-Dioxan-5-ol, 2-phenyl-HCID 5360545Sodium

Produkt 1

HCID 1285142-O-Methyl-1,3-O,O-benzylideneglycerolAusbeute 75 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittel2×HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

10 g of the sodium salt of 1b, obtained by reaction with sodium hydride in dimethylformamide, was treated with 16 g of methyl iodide. The mixture was stirred at 50° C. for 5 hours, and the dimethylformamide was eliminated in vacuo. The residue was dissolved in dichloromethane, washed and dried. The solvent was evaporated off and the product was chromatographed on silica gel (eluent : dichloromethane) to give 2b.

Aufarbeitung

  1. washwashed
  2. customdried
  3. customThe solvent was evaporated off
  4. customthe product was chromatographed on silica gel (eluent : dichloromethane)

Quellen und Nachweise

ORD-Eintrag
ord-4eae467844f5405780d57ed7f81df576
Quelldatensatz
uspto-grants-1992_05
Patentnummer
US05116992

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