Methanol → 2,2-Dimethyl-4-((phenylmethoxy)methyl)-1,3-dioxolane

HRID 656314Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 656314
[CH3:1][C:2]1([CH3:9])[O:6][CH:5]([CH2:7][OH:8])[CH2:4][O:3]1.CO.C[O-].[Na+].[CH2:15](Cl)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C1(C)C=CC=CC=1>[CH2:15]([O:8][CH2:7][CH:5]1[CH2:4][O:3][C:2]([CH3:9])([CH3:1])[O:6]1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Komponenten

6

Edukt 4

HCID 887MethanolHCID 7503Benzyl ChlorideHCID 7528SolketalHCID 10942334Sodium Methoxide

Produkt 1

HCID 857952,2-Dimethyl-4-((phenylmethoxy)methyl)-1,3-dioxolane

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel2×

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a 1000 ml round-bottom flask fitted with a thermometer, a nitrogen-introducing tube, and a stirrer were added 132.2 g (1.0 mol) of 2,2-dimethyl-1,3-dioxolane-4-methanol, 231.4 g (1.2 mol) of a 28% methanol solution of sodium methoxide, and 500 ml of toluene. With introducing nitrogen thereinto, the toluene was refluxed under reduced pressure for 1 hour to remove the methanol by distillation. With maintaining the solution at 80° C., 126.6 g (1.0 mol) of benzyl chloride was added dropwise over a period of 2 hours using a dropping funnel, followed by further 2 hours of the reaction. The reaction solution was subjected to solvent removal and purification by distillation (b.p. 93-95° C./266 Pa) to obtain 4-(benzyloxymethyl)-2,2-dimethyl-1,3-dioxolane.

Aufarbeitung

  1. customTo a 1000 ml round-bottom flask fitted with a thermometer
  2. additiona nitrogen-introducing tube, and a stirrer
  3. customto remove the methanol
  4. distillationby distillation
  5. customfollowed by further 2 hours of the reaction
  6. customThe reaction solution was subjected to solvent removal and purification by distillation (b.p. 93-95° C./266 Pa)

Quellen und Nachweise

ORD-Eintrag
ord-809ce9f051b740c98405f973084c81ac
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08071712B2

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