Water → 2-Isopropyl-3-methoxyphenol

HRID 38392Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 38392
O[C:2]([C:5]1[C:10]([O:11][CH3:12])=[CH:9][CH:8]=[CH:7][C:6]=1[OH:13])([CH3:4])[CH3:3].O.C([O-])=O.[NH4+]>C(O)(=O)C.[Pd]>[CH:2]([C:5]1[C:10]([O:11][CH3:12])=[CH:9][CH:8]=[CH:7][C:6]=1[OH:13])([CH3:4])[CH3:3]

Komponenten

6

Edukt 3

HCID 962WaterHCID 2723923Ammonium formateHCID 595986452-(1-Hydroxy-1-methyl-ethyl)-3-methoxy-phenol

Produkt 1

HCID 144655792-Isopropyl-3-methoxyphenolAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

To a solution of 2-(1-Hydroxy-1-methyl-ethyl)-3-methoxy-phenol dissolved in acetic acid (50 mL) was added 10% palladium on charcoal (500 mg), water (6 mL), and ammonium formate (7.82 g, 124 mmol). After refluxing for 1 hour, the reaction was cooled and filtered through celite. The celite pad was washed with ethyl acetate (500 mL). Water (300 mL) was added to the filtrate, and the mixture was basified (pH=8) using solid sodium bicarbonate. The ethyl acetate layer was collected and washed with water, brine, dried using anhydrous sodium sulfate and concentrated to yield 2-Isopropyl-3-methoxy-phenol (3.68 g, 92%) as pale yellow solid.

Aufarbeitung

  1. temperatureAfter refluxing for 1 hour
  2. temperaturethe reaction was cooled
  3. filtrationfiltered through celite
  4. washThe celite pad was washed with ethyl acetate (500 mL)
  5. additionWater (300 mL) was added to the filtrate
  6. customThe ethyl acetate layer was collected
  7. washwashed with water, brine
  8. customdried
  9. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-af3dfd0f129048b4a5eb8fbb5da3efbf
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524725B2

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