Ethanol → Ethyl (4-chlorophenyl)acetate

HRID 398418

Reaktionsgleichung

Reaktionsgleichung von HRID 398418
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[CH:4][CH:3]=1.S(=O)(=O)(O)O.[CH2:17](O)[CH3:18]>>[CH2:17]([O:10][C:9](=[O:11])[CH2:8][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=1)[CH3:18]

Komponenten

4

Edukt 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 15880(4-Chlorophenyl)acetic acid

Produkt 1

HCID 84177Ethyl (4-chlorophenyl)acetateAusbeute 88 %

Versuchsvorschrift

A solution of (4-chloro-phenyl)-acetic acid (6.29 g, 0.03 mol) in ethanol (38.4 mL) was treated with a catalytic amount of sulfuric acid. The reaction mixture was heated under reflux for 12 h. The reaction was then concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 230-400 mesh, 50/50 hexanes/ethyl acetate) afforded (4-chloro-phenyl)-acetic acid ethyl ester (6.45 g, 88%) as a pale yellow solid: mp 39-41° C.; EI-HRMS m/e calcd for C10H11ClO2 (M+) 198.0448, found 198.0452.

Aufarbeitung

  1. temperatureThe reaction mixture was heated
  2. temperatureunder reflux for 12 h
  3. concentrationThe reaction was then concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-c3074e753f1f4a059f597e46ee36f93f
Quelldatensatz
uspto-grants-2003_08
Patentnummer
US06610846B1

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