Benzyl Alcohol → Propanoic acid, 3-hydroxy-, phenylmethyl ester

HRID 222535

Reaktionsgleichung

Reaktionsgleichung von HRID 222535
[C:1]1(=[O:5])[O:4][CH2:3][CH2:2]1.C[O-].[Na+].[CH2:9]([OH:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>>[OH:5][CH2:1][CH2:2][C:3]([O:16][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:4]

Komponenten

4

Edukt 3

HCID 244Benzyl AlcoholHCID 2365Beta-PropiolactoneHCID 10942334Sodium Methoxide

Produkt 1

HCID 84459Propanoic acid, 3-hydroxy-, phenylmethyl ester

Versuchsvorschrift

β-Propiolactone (5 g, 25 mmol) was added slowly to a stirred solution of sodium methoxide (0.18 g, 3.5 mmol) in benzyl alcohol (45 g, 420 mmol) at 0° C. Stirring was continued for a further 2 hours at 0° C. Then the mixture was warmed to room temperature. After stirred for 7 hours, the reaction mixture was washed with water, dried and distilled to give the title compound. 1H NMR (300 MHz, CDCl3): δ 7.33 (m, 5H), 5.13 (s, 2H), 3.86 (t, J=5.6 Hz, 2H), 2.59 (m, 2H).

Aufarbeitung

  1. stirringAfter stirred for 7 hours
  2. washthe reaction mixture was washed with water
  3. customdried
  4. distillationdistilled

Quellen und Nachweise

ORD-Eintrag
ord-42f661f5d02d4a15883bc90842dbe794
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08207208B2

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