Water → 2,3,5-Trimethylphenyl acetate

HRID 2424305

Reaktionsgleichung

Reaktionsgleichung von HRID 2424305
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([CH3:9])=[CH:4][C:3]=1[OH:10].N1C=CC=CC=1.[C:17](OC(=O)C)(=[O:19])[CH3:18].O>ClCCl>[C:17]([O:10][C:3]1[CH:4]=[C:5]([CH3:9])[CH:6]=[C:7]([CH3:8])[C:2]=1[CH3:1])(=[O:19])[CH3:18]

Komponenten

6

Edukt 4

HCID 962WaterHCID 1049PyridineHCID 7918Acetic AnhydrideHCID 127692,3,5-Trimethylphenol

Produkt 1

HCID 136963592,3,5-Trimethylphenyl acetateAusbeute 101,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

In dichloromethane (150 mL) was dissolved 15.09 g (0.1108 mol) of 2,3,5-trimethylphenol, and 17.82 mL (0.2204 mol) of pyridine, then 20.78 mL (0.2202 mol) of acetic anhydride were added to the solution, and the mixture was stirred at room temperature overnight. The reaction mixture was poured into water, and extracted with dichloromethane. The organic layer was successively washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was removed, and the residue was purified by silica gel column chromatography (Wako gel C-100, hexane:ethyl acetate, gradient) to obtain 20.08 g (0.1127 mol, Yield: quantitative) of 2,3,5-trimethylphenyl acetate.

Aufarbeitung

  1. extractionextracted with dichloromethane
  2. washThe organic layer was successively washed with water and brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was removed
  5. customthe residue was purified by silica gel column chromatography (Wako gel C-100, hexane:ethyl acetate, gradient)

Quellen und Nachweise

ORD-Eintrag
ord-81fa83ef1f4648469370c96f58dccdd6
Quelldatensatz
uspto-grants-2011_06
Patentnummer
US07964531B2

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