1-Methoxy-3-(methylsulfonyl)benzene → 3-(Methylsulfonyl)phenol

HRID 1798799

Reaktionsgleichung

Reaktionsgleichung von HRID 1798799
C[O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([S:9]([CH3:12])(=[O:11])=[O:10])[CH:4]=1>Br.C(O)(=O)C>[CH3:12][S:9]([C:5]1[CH:4]=[C:3]([OH:2])[CH:8]=[CH:7][CH:6]=1)(=[O:10])=[O:11]

Komponenten

4

Edukt 1

HCID 2596501-Methoxy-3-(methylsulfonyl)benzene

Produkt 1

HCID 6375563-(Methylsulfonyl)phenol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 260Hydrogen BromideLösungsmittel

Versuchsvorschrift

1-Methoxy-3-(methylsulfonyl)benzene (300 mg, 1.61 mmol) was suspended in 1.6 mL aqueous hydrobromic acid (48% w/w) and 1.6 mL acetic acid. The mixture was heated under reflux for 24 hours. The reaction was cooled back to room temperature and concentrated. The residue was purified by column chromatography through a 40 gram biotage silica gel cartridge eluting with 40-70% ethyl acetate/hexanes (gradient) to give the product as white solid. LRMS calc: 172.0; obs: 173.2 (M+1).

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 24 hours
  3. concentrationconcentrated
  4. customThe residue was purified by column chromatography through a 40 gram biotage silica gel cartridge
  5. washeluting with 40-70% ethyl acetate/hexanes (gradient)

Quellen und Nachweise

ORD-Eintrag
ord-11b48ec471dc4eb293cd2916ea000e55
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08343990B2

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