Pyridine → Glycidyl benzoate

HRID 1392585Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1392585
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:10]1[O:12][CH:11]1[CH2:13][OH:14].N1C=CC=CC=1>ClCCl>[C:1]([O:14][CH2:13][CH:11]1[CH2:10][O:12]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 7412Benzoyl chlorideHCID 11164Glycidol

Produkt 1

HCID 25998Glycidyl benzoateAusbeute 101 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Benzoyl chloride (1.2 mL, 10.0 mmol) was added to a solution of glycidol (0.67 mL, 10.0 mmol) and pyridine (0.81 mL, 10.0 mmol) in anhydrous dichloromethane at 0° C. The reaction mixture was further stirred at 0° C. for 60 min. The reaction mixture was then concentrated to dryness under reduced pressure, diluted with ethyl acetate, and washed with 10% citric acid twice followed by the addition of a saturated NaHCO3 solution and brine. The organic phase was dried over MgSO4 and concentrated to dryness to yield 1.8 g (100%) of Oxiran-2-ylmethyl benzoate.

Aufarbeitung

  1. concentrationThe reaction mixture was then concentrated to dryness under reduced pressure
  2. additiondiluted with ethyl acetate
  3. washwashed with 10% citric acid
  4. additiontwice followed by the addition of a saturated NaHCO3 solution and brine
  5. dry with materialThe organic phase was dried over MgSO4
  6. concentrationconcentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-4a42bc6ff6874a51b986a53aa7f59b00
Quelldatensatz
uspto-grants-2008_03
Patentnummer
US07342131B2

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