Eugenol → HCID 85970746, Verbindung

HRID 82483

Reaktionsgleichung

Reaktionsgleichung von HRID 82483
[C:1]1([O:11][CH3:12])[C:2](=[CH:4][CH:5]=[C:6]([CH:10]=1)[CH2:7][CH:8]=[CH2:9])[OH:3].C([O-])([O-])=O.[K+].[K+].[Br:19][CH2:20][C:21](Br)=[O:22]>ClCCl.C(OCC)(=O)C>[CH2:7]([C:6]1[CH:5]=[CH:4][C:2]([O:3][C:21](=[O:22])[CH2:20][Br:19])=[C:1]([O:11][CH3:12])[CH:10]=1)[CH:8]=[CH2:9]

Komponenten

6

Edukt 3

HCID 3314EugenolHCID 11430Potassium CarbonateHCID 61147Bromoacetyl bromide

Produkt 1

HCID 85970746HCID 85970746, VerbindungAusbeute 63,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

To a solution of eugenol (500 mg, 3.03 mmol) in dichloromethane (5 mL) were added K2CO3 (1.0 g, 7.57 mmol) followed by bromo acetyl bromide (931 mg, 4.54 mmol) at 0° C. The mixture was allowed to stir at room temperature (25° C.) over a period of 1 hr. The resulting mixture was diluted with ethyl acetate (200 mL), washed with water (2×200 mL) and dried over sodium sulphate. The crude product obtained up on evaporation of the solvent was further purified by silica gel column chromatography to obtain bromo-acetic acid 4-allyl-2-methoxy-phenylester as viscous oil (550 mg, 63%).

Aufarbeitung

  1. washwashed with water (2×200 mL)
  2. dry with materialdried over sodium sulphate
  3. customThe crude product obtained up on evaporation of the solvent
  4. customwas further purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-8f66dd82a7eb4d3ca06188c41d201982
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846721B2

Verknüpfte Notizen

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