Methanol → Methyl 3-tert-butyl-5-hydroxybenzoate

HRID 217759Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 217759
[C:1]([C:5]1[CH:6]=[C:7]([CH:11]=[C:12]([OH:14])[CH:13]=1)[C:8]([OH:10])=[O:9])([CH3:4])([CH3:3])[CH3:2].S(Cl)(Cl)=O.[CH3:19]O>>[C:1]([C:5]1[CH:6]=[C:7]([CH:11]=[C:12]([OH:14])[CH:13]=1)[C:8]([O:10][CH3:19])=[O:9])([CH3:4])([CH3:2])[CH3:3]

Komponenten

4

Edukt 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 217986673-t-Butyl-5-hydroxybenzoic acid

Produkt 1

HCID 53399216Methyl 3-tert-butyl-5-hydroxybenzoate

Versuchsvorschrift

3-tert-Butyl-5-hydroxybenzoic acid (O7.043; 1.93 g) was dissolved in methanol (20 ml), and thionyl chloride (0.937 ml) was slowly added dropwise while stirring. After stirring at 65° C. for 1 h, the mixture was dried, the residue was taken up in DCM, and the solution was washed with saturated sodium hydrogencarbonate solution, dried over MgSO4, filtered and concentrated by rotary evaporation. 2.19 g of the title compound were obtained.

Aufarbeitung

  1. stirringAfter stirring at 65° C. for 1 h
  2. customthe mixture was dried
  3. washthe solution was washed with saturated sodium hydrogencarbonate solution
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated by rotary evaporation

Quellen und Nachweise

ORD-Eintrag
ord-87a3d0e57e1e4a38bee413a0684a8b50
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08198272B2

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