p-Toluenesulfonic acid monohydrate → 2-benzyloxymethyl-propane-1,3-diol

HRID 1459162Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1459162
[CH2:1]([O:8][CH2:9][CH:10]1[CH2:15][O:14]C(C)(C)[O:12][CH2:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>CO>[CH2:1]([O:8][CH2:9][CH:10]([CH2:15][OH:14])[CH2:11][OH:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 232952655-((Benzyloxy)methyl)-2,2-dimethyl-1,3-dioxane

Produkt 1

HCID 102417822-benzyloxymethyl-propane-1,3-diolAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of 5-benzyloxymethyl-2,2-dimethyl-1,3-dioxane (3.40 g, 14.4 mmol) and a few crystals of p-toluenesulfonic acid monohydrate in 100 mL of methanol was stirred at room temperature for 20 h. The methanol was removed in vacuo and the residual oil purified by column chromatography on silica gel (ethyl acetate) to give 2.25 g (80%) of 2-benzyloxymethyl-1,3-propanediol as a colorless, clear liquid.

Aufarbeitung

  1. customThe methanol was removed in vacuo
  2. customthe residual oil purified by column chromatography on silica gel (ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-a1b0a27d31e5423ca1d9533fd44f2c34
Quelldatensatz
uspto-grants-1998_12
Patentnummer
US05854228

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