Iodine → 3-Iodo-4-methyl-5-nitrobenzoic acid

HRID 59799

Reaktionsgleichung

Reaktionsgleichung von HRID 59799
[I:1]I.[CH3:3][C:4]1[CH:12]=[CH:11][C:7]([C:8]([OH:10])=[O:9])=[CH:6][C:5]=1[N+:13]([O-:15])=[O:14]>S(=O)(=O)(O)O>[I:1][C:12]1[CH:11]=[C:7]([CH:6]=[C:5]([N+:13]([O-:15])=[O:14])[C:4]=1[CH3:3])[C:8]([OH:10])=[O:9]

Komponenten

4

Edukt 2

HCID 807IodineHCID 73194-Methyl-3-nitrobenzoic acid

Produkt 1

HCID 596277773-Iodo-4-methyl-5-nitrobenzoic acidAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Reaktionsbedingungen

Temperatur
85 °C

Versuchsvorschrift

To a mixture of iodine (19.6 g, 77.3 mmol) in fuming sulfuric acid (35 mL) was added 4-methyl-3-nitro-benzoic acid (10.0 g, 55.2 mmol). The mixture was stirred at 85° C. over night, then cooled to room temperature and poured over ice. The mixture was partitioned between ethyl acetate and aqueous sodium bisulfite, and the organic layer was separated, dried over MgSO4, filterd and concentrated under reduced pressure to give 16.06 g (95%) of 3-iodo-4-methyl-5-nitro-benzoic acid.

Aufarbeitung

  1. temperaturecooled to room temperature
  2. additionpoured over ice
  3. customThe mixture was partitioned between ethyl acetate and aqueous sodium bisulfite
  4. customthe organic layer was separated
  5. dry with materialdried over MgSO4, filterd
  6. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-6ddb5c05d6114e6ebc338e4750958068
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09440956B2

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