Methanol → Methyl 3-iodo-5-nitrobenzoate

HRID 217324

Reaktionsgleichung

Reaktionsgleichung von HRID 217324
[I:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=1)[C:5]([OH:7])=[O:6].O=S(Cl)Cl.[CH3:18]O>>[CH3:18][O:6][C:5](=[O:7])[C:4]1[CH:8]=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=[C:2]([I:1])[CH:3]=1

Komponenten

4

Edukt 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 805803-Iodo-5-nitrobenzoic acid

Produkt 1

HCID 7020599Methyl 3-iodo-5-nitrobenzoateAusbeute 99 %

Versuchsvorschrift

To a solution of 3-iodo-5-nitrobenzoic acid (20.00 g, 0.068 mol) in methanol (50 mL) was added SOCl2 (5.45 mL, 0.075 mol) at 0° C. The reaction mixture was allowed to warm to room temperature and was then heated to reflux for 2 hours. The reaction was cooled and solvent was removed in vacuo to afford 3-Iodo-5-nitro-benzoic acid methyl ester as light yellow solid (20.67 g, 99%). MS (M+H)=309.

Aufarbeitung

  1. temperaturewas then heated
  2. temperatureto reflux for 2 hours
  3. temperatureThe reaction was cooled
  4. customsolvent was removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-81fc86426838438193cd14cef8e4c2ae
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08193368B2

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