2,3-Dimethyl-2-butene → 3-Iodo-2-methoxybenzoic acid

HRID 1486180Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1486180
[I:1][C:2]1[C:3]([O:10][CH3:11])=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6].CC(=C(C)C)C.O.P([O-])([O-])(O)=[O:20].[Na+].[Na+].Cl([O-])=O.[Na+]>C(O)(C)(C)C.O.C(OCC)(=O)C>[I:1][C:2]1[C:3]([O:10][CH3:11])=[C:4]([CH:7]=[CH:8][CH:9]=1)[C:5]([OH:20])=[O:6]

Komponenten

8

Edukt 4

HCID 112502,3-Dimethyl-2-buteneHCID 61488Phosphoric acid, disodium salt, hydrateHCID 108014193-Iodo-2-methoxybenzaldehydeHCID 23668197Sodium Chlorite

Produkt 1

HCID 121684323-Iodo-2-methoxybenzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6386tert-ButanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of 3-iodo-2-methoxy-benzaldehyde (3.68 g, 14 mmol) in tert-butanol (70 mL) was added 2,3-dimethyl-but-2-ene (7 mL) followed by a solution comprising disodium hydrogen phosphate monohydrate (7.56 g 56 mmol) and sodium chlorite (7.56 g, approx. 66 mmol, technical grade) in water (70 mL). The resulting mixture was stirred for 20 minutes then diluted with ethyl acetate, washed with brine, dried over magnesium sulfate and concentrated. The residual solid was recrystallized from cyclohexane to give the title compound as a white solid.

Aufarbeitung

  1. washwashed with brine
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated
  4. customThe residual solid was recrystallized from cyclohexane

Quellen und Nachweise

ORD-Eintrag
ord-793ab56df13b4ab2b4fad41eb28c690d
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09422314B2

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