Methyl iodide → Methyl 4-fluoro-2-iodo-6-methylbenzoate

HRID 2427725Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2427725
[F:1][C:2]1[CH:10]=[C:9]([CH3:11])[C:5]([C:6]([OH:8])=[O:7])=[C:4]([I:12])[CH:3]=1.[C:13]([O-])([O-])=O.[K+].[K+].CI>CC(C)=O>[CH3:13][O:7][C:6](=[O:8])[C:5]1[C:9]([CH3:11])=[CH:10][C:2]([F:1])=[CH:3][C:4]=1[I:12]

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 672507444-Fluoro-2-iodo-6-methylbenzoic acid

Produkt 1

HCID 57949477Methyl 4-fluoro-2-iodo-6-methylbenzoateAusbeute 12 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A solution of 4-fluoro-2-iodo-6-methyl-benzoic acid (8.87 g, 31.8 mmol) in acetone (80 mL) was treated with anhydrous K2CO3 (6.91 g, 50 mmol) followed by methyl iodide (2.72 mL, 40 mmol). The reaction mixture was stirred at 70° C. for 2 h. GC-MS and TLC indicated that the reaction was completed. The solids were removed by filtration and the filtrate evaporated under reduced pressure. Silica gel column chromatography of the resulting material using 10% ethyl acetate in hexanes afforded 4-fluoro-2-iodo-6-methyl-benzoic acid methyl ester (1.1 g, 12%).

Aufarbeitung

  1. customThe solids were removed by filtration
  2. customthe filtrate evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-068024955a904a2298af04ee0733e863
Quelldatensatz
uspto-grants-2011_06
Patentnummer
US07968570B2

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