Methanol → Methyl 4-Iodophenylacetate

HRID 270934

Reaktionsgleichung

Reaktionsgleichung von HRID 270934
[I:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[CH:4][CH:3]=1.S(Cl)(Cl)=O.[CH3:16]O>>[CH3:16][O:10][C:9](=[O:11])[CH2:8][C:5]1[CH:4]=[CH:3][C:2]([I:1])=[CH:7][CH:6]=1

Komponenten

4

Edukt 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 1372144-Iodophenylacetic acid

Produkt 1

HCID 10378700Methyl 4-IodophenylacetateAusbeute 86 %

Versuchsvorschrift

A solution of 5 g (19 mmol) of (4-iodo-phenyl)-acetic acid in 50 mL of methanol (MeOH) was added dropwise 3.5 mL (48 mmol) of thionyl chloride (SOCl2), and the resulting mixture was stirred at rt for 36 h, after which time analysis by thin layer chromatography (TLC) indicated product formation. The mixture was concentrated to give 4.5 g (86% yield) of (4-iodo-phenyl)-acetic acid methyl ester as a pale beige oil as indicated by 1H NMR.

Aufarbeitung

  1. concentrationThe mixture was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-f7d5cee144ee476c8bae7139ebf4f257
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07449488B2

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