Pyridine → 1,2-Propanediol, 3-((o-benzyloxy)phenoxy)-

HRID 1493961

Reaktionsgleichung

Reaktionsgleichung von HRID 1493961
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[OH:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:16]1[O:18][CH:17]1[CH2:19][OH:20].N1C=CC=CC=1>C(O)C>[C:2]1([CH2:1][O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[O:15][CH2:16][CH:17]([OH:18])[CH2:19][OH:20])[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 11164GlycidolHCID 804592-Benzyloxyphenol

Produkt 1

HCID 30220521,2-Propanediol, 3-((o-benzyloxy)phenoxy)-Ausbeute 73 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 49.6 g (0.248 mole) of 2-benzyloxyphenol, 22.2 g (0.3 mole) of glycidol, 2 ml of pyridine and 150 ml of absolute ethanol was heated at reflux overnight. The dark solution was concentrated to give an oil which gradually crystallized. The solid was purified by column chromatography on 1.2 kg of silica gel eluted with 0-25% acetone in benzene. Appropriate fractions were combined and concentrated to yield 49.5 g (73%) of the title compound as a white solid, mp 84°-85° C. (carbon tetrachloride) (lit.1 mp 81°-82.5° C.).

Aufarbeitung

  1. temperatureat reflux overnight
  2. concentrationThe dark solution was concentrated
  3. customto give an oil which
  4. customgradually crystallized
  5. customThe solid was purified by column chromatography on 1.2 kg of silica gel
  6. washeluted with 0-25% acetone in benzene
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-e7004eaaac334d3085ee7566a34da6b0
Quelldatensatz
uspto-grants-1991_06
Patentnummer
US05025031

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